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US20180311135A1 - Compositions with anionic and cationic polymers having improved benefits - Google Patents

Compositions with anionic and cationic polymers having improved benefits Download PDF

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Publication number
US20180311135A1
US20180311135A1 US15/962,327 US201815962327A US2018311135A1 US 20180311135 A1 US20180311135 A1 US 20180311135A1 US 201815962327 A US201815962327 A US 201815962327A US 2018311135 A1 US2018311135 A1 US 2018311135A1
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Prior art keywords
hair care
care composition
sodium
composition according
supplier
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Inventor
Debora W. Chang
Eric Scott Johnson
Kelly Rose KROGER LYONS
Rebekah Ruth Figueroa
Rebecca Ann Finley
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Procter and Gamble Co
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Procter and Gamble Co
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Priority to US15/962,327 priority Critical patent/US20180311135A1/en
Assigned to THE PROCTER & GAMBLE COMPANY reassignment THE PROCTER & GAMBLE COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KROGER LYONS, KELLY ROSE, CHANG, DEBORA W, FIGUEROA, REBEKAH RUTH, FINLEY, REBECCA ANN, JOHNSON, ERIC SCOTT
Publication of US20180311135A1 publication Critical patent/US20180311135A1/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/006—Antidandruff preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds

Definitions

  • the present invention is directed to hair care compositions where it has been found that the addition of certain anionic polymers in combination with one or more cationic polymers provide an unexpected increase in coacervate formation as well as deposition benefits.
  • anti-dandruff shampoos have been widely used to treat dandruff and clean hair and scalp, but there still remains a need for improved anti-dandruff shampoos.
  • anti-dandruff shampoos are formulated with anti-dandruff agents in combination with surfactants and aqueous systems that are intended to deposit the anti-dandruff agents on the scalp.
  • the anti-dandruff agents can be insoluble particulates such as zinc pyrithione and/or surfactant soluble substances such as climbazole or octopirox.
  • Many anti-dandruff shampoos use cationic polymers with anionic surfactants to form coacervate which aid in the deposition of insoluble particulate agents.
  • micellar aggregates The association of many classes of surfactants into micellar aggregates is a well-known phenomenon.
  • Micelles are often drawn as static structures of spherical aggregates, but in truth micelles are in dynamic equilibrium with individual surfactant molecules (monomers) that are constantly being exchanged between the bulk and the micelles. Additionally, the micelles themselves are continuously disintegrating and reassembling.
  • the second relaxation time, ⁇ 2 is attributed to the micelle formation and dissolution process (i.e., the lifetime of the micelle).
  • compositions having less stable micelles do not readily form elongated micelles, which are a critical component for the formation of coacervates, since upon dilution the elongated negatively charged micelles are needed to associate with cationic polymers to form coacervate.
  • Coacervates are known to provide wet conditioning and wet detangling from a shampoo, which are consumer desired benefits. Indeed hair care compositions that contain both cationic polymers and surfactants that form less stable micelles form little to no coacervate upon dilution, unlike what is observed in typical shampoos.
  • a hair care composition comprising from about 10% to about 25% of one or more surfactants; from about 0.01% to 10% of one or more surfactant soluble antidandruff agents; from about 0.1% to 10% of one or more anionic polymers from about 0.01% to 5% of one or more cationic polymers; wherein the composition has a deposition efficiency of greater than 1.2 ⁇ that of a control composition wherein the control composition comprises 14% SLE1S, no polymeric constituents, 1% of the surfactant soluble antidandruff agent at a pH of about 6.
  • compositions of the present invention can comprise, consist essentially of, or consist of, the essential components as well as optional ingredients described herein.
  • “consisting essentially of” means that the composition or component may include additional ingredients, but only if the additional ingredients do not materially alter the basic and novel characteristics of the claimed compositions or methods.
  • “Apply” or “application,” as used in reference to a composition means to apply or spread the compositions of the present invention onto keratinous tissue such as the hair.
  • “Dermatologically acceptable” means that the compositions or components described are suitable for use in contact with human skin tissue without undue toxicity, incompatibility, instability, allergic response, and the like.
  • Safety and effective amount means an amount of a compound or composition sufficient to significantly induce a positive benefit.
  • fluid includes liquids and gels.
  • mixtures is meant to include a simple combination of materials and any compounds that may result from their combination.
  • molecular weight refers to the weight average molecular weight unless otherwise stated. Molecular weight is measured using industry standard method, gel permeation chromatography (“GPC”).
  • composition comprises from 1% to 5% fatty alcohol
  • a composition comprising 2% stearyl alcohol and 1% cetyl alcohol and no other fatty alcohol, would fall within this scope.
  • the amount of each particular ingredient or mixtures thereof described hereinafter can account for up to 100% (or 100%) of the total amount of the ingredient(s) in the hair care composition.
  • personal care compositions includes products such as shampoos, shower gels, liquid hand cleansers, hair colorants, facial cleansers, and other surfactant-based liquid compositions
  • component or composition levels are in reference to the active portion of that component or composition, and are exclusive of impurities, for example, residual solvents or by-products, which may be present in commercially available sources of such components or compositions.
  • Anti-dandruff agent may be one material or a mixture selected from the groups consisting of: azoles, such as climbazole, ketoconazole, itraconazole, econazole, and elubiol; hydroxy pyridones, such as piroctone olamine, ciclopirox, rilopirox, and MEA-Hydroxyoctyloxypyridinone; kerolytic agents, such as salicylic acid and other hydroxy acids; strobilurins such as azoxystrobin and metal chelators such as 1,10-phenanthroline.
  • azoles such as climbazole, ketoconazole, itraconazole, econazole, and elubiol
  • hydroxy pyridones such as piroctone olamine, ciclopirox, rilopirox, and MEA-Hydroxyoctyloxypyridinone
  • kerolytic agents such as salicylic acid and other
  • the azole anti-microbials may be an imidazole selected from the group consisting of: benzimidazole, benzothiazole, bifonazole, butaconazole nitrate, climbazole, clotrimazole, croconazole, eberconazole, econazole, elubiol, fenticonazole, fluconazole, flutimazole, isoconazole, ketoconazole, lanoconazole, metronidazole, miconazole, neticonazole, omoconazole, oxiconazole nitrate, sertaconazole, sulconazole nitrate, tioconazole, thiazole, and mixtures thereof, or the azole anti-microbials is a triazole selected from the group consisting of: terconazole, itraconazole, and mixtures thereof.
  • the azole anti-microbial agent may be ketoconazo
  • the soluble anti-dandruff agent may be present in an amount from about 0.01% to 10%, from about 0.1% to about 9%, from about 0.25% to 8%, and from about 0.5% to 6%.
  • the soluble antidandruff agent can be surfactant soluble and thus surfactant soluble antidandruff agents.
  • the hair care composition may comprise greater than about 10% by weight of a surfactant system which provides cleaning performance to the composition; further the composition may comprise greater than 12% by weight of a surfactant system which provides cleaning performance to the composition.
  • the surfactant system comprises an anionic surfactant and/or a combination of anionic surfactants and/or a combination of anionic surfactants and co-surfactants selected from the group consisting of amphoteric, zwitterionic, nonionic and mixtures thereof.
  • detersive surfactants are set forth in U.S. Pat. No. 8,440,605; U.S. Patent Application Publication No. 2009/155383; and U.S. Patent Application Publication No. 2009/0221463, which are incorporated herein by reference in their entirety.
  • the hair care composition may comprise from about 10% to about 25%, from about 10% to about 18%, from about 10% to about 14%, from about 10% to about 12%, from about 11% to about 20%, from about 12% to about 20%, and/or from about 12% to about 18% by weight of one or more surfactants.
  • Anionic surfactants suitable for use in the compositions are the alkyl and alkyl ether sulfates.
  • Other suitable anionic surfactants are the water-soluble salts of organic, sulfuric acid reaction products.
  • Still other suitable anionic surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide.
  • Other similar anionic surfactants are described in U.S. Pat. Nos. 2,486,921; 2,486,922; and 2,396,278, which are incorporated herein by reference in their entirety.
  • Exemplary anionic surfactants for use in the hair care composition include ammonium lauryl sulfate, ammonium laureth sulfate, ammonium C10-15 pareth sulfate, ammonium C10-15 alkyl sulfate, ammonium C11-15 alkyl sulfate, ammonium decyl sulfate, ammonium deceth sulfate, ammonium undecyl sulfate, ammonium undeceth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl
  • composition of the present invention can also include anionic surfactants selected from the group consisting of:
  • R 1 represents CH 3 (CH 2 ) 10
  • R 2 represents H or a hydrocarbon radical comprising 1 to 4 carbon atoms such that the sum of the carbon atoms in z and R 2 is 8
  • R 3 is H or CH 3
  • y is 0 to 7
  • the average value of y is about 1 when y is not zero (0)
  • M is a monovalent or divalent, positively-charged cation.
  • Suitable anionic alkyl sulfates and alkyl ether sulfate surfactants include, but are not limited to, those having branched alkyl chains which are synthesized from C8 to C18 branched alcohols which may be selected from the group consisting of: Guerbet alcohols, aldol condensation derived alcohols, oxo alcohols, F-T oxo alcohols and mixtures thereof.
  • Non-limiting examples of the 2-alkyl branched alcohols include oxo alcohols such as 2-methyl-1-undecanol, 2-ethyl-1-decanol, 2-propyl-1-nonanol, 2-butyl 1-octanol, 2-methyl-1-dodecanol, 2-ethyl-1-undecanol, 2-propyl-1-decanol, 2-butyl-1-nonanol, 2-pentyl-1-octanol, 2-pentyl-1-heptanol, and those sold under the tradenames LIAL® (Sasol), ISALCHEM® (Sasol), and NEODOL® (Shell), and Guerbet and aldol condensation derived alcohols such as 2-ethyl-1-hexanol, 2-propyl-1-butanol, 2-butyl-1-octanol, 2-butyl-1-decanol, 2-pentyl-1-non
  • the anionic alkyl sulfates and alkyl ether sulfates may also include those synthesized from C8 to C18 branched alcohols derived from butylene or propylene which are sold under the trade names EXXALTM (Exxon) and Marlipal® (Sasol).
  • EXXALTM Exxon
  • Marlipal® Marlipal®
  • Exemplary surfactants of this subclass are sodium trideceth-2 sulfate and sodium trideceth-3 sulfate.
  • the composition of the present invention can also include sodium tridecyl sulfate.
  • composition of the present invention can also include anionic alkyl and alkyl ether sulfosuccinates and/or dialkyl and dialkyl ether sulfosuccinates and mixtures thereof.
  • the dialkyl and dialkyl ether sulfosuccinates may be a C6-15 linear or branched dialkyl or dialkyl ether sulfosuccinate.
  • the alkyl moieties may be symmetrical (i.e., the same alkyl moieties) or asymmetrical (i.e., different alkyl moieties).
  • Nonlimiting examples include: disodium lauryl sulfosuccinate, disodium laureth sulfosuccinate, sodium bistridecyl sulfosuccinate, sodium dioctyl sulfosuccinate, sodium dihexyl sulfosuccinate, sodium dicyclohexyl sulfosuccinate, sodium diamyl sulfosuccinate, sodium diisobutyl sulfosuccinate, linear bis(tridecyl) sulfosuccinate and mixtures thereof.
  • the hair care composition may comprise a co-surfactant.
  • the co-surfactant can be selected from the group consisting of amphoteric surfactant, zwitterionic surfactant, non-ionic surfactant and mixtures thereof.
  • the co-surfactant can include, but is not limited to, lauramidopropyl betaine, cocoamidopropyl betaine, lauryl hydroxysultaine, sodium lauroamphoacetate, disodium cocoamphodiacetate, cocamide monoethanolamide and mixtures thereof.
  • the hair care composition may further comprise from about 0.25% to about 15%, from about 1% to about 14%, from about 2% to about 13% by weight of one or more amphoteric, zwitterionic, nonionic co-surfactants, or a mixture thereof.
  • Suitable amphoteric or zwitterionic surfactants for use in the hair care composition herein include those which are known for use in shampoo or other hair care cleansing.
  • suitable zwitterionic or amphoteric surfactants are described in U.S. Pat. Nos. 5,104,646 and 5,106,609, which are incorporated herein by reference in their entirety.
  • Amphoteric co-surfactants suitable for use in the composition include those surfactants described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched chain and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate, or phosphonate.
  • Suitable amphoteric surfactant include, but are not limited to, those selected from the group consisting of: sodium cocaminopropionate, sodium cocaminodipropionate, sodium cocoamphoacetate, sodium cocoamphodiacetate, sodium cocoamphohydroxypropylsulfonate, sodium cocoamphopropionate, sodium cornamphopropionate, sodium lauraminopropionate, sodium lauroamphoacetate, sodium lauroamphodiacetate, sodium lauroamphohydroxypropylsulfonate, sodium lauroamphopropionate, sodium cornphopropionate, sodium lauriminodipropionate, ammonium cocaminopropionate, ammonium cocaminodipropionate, ammonium cocoamphoacetate, ammonium cocoamphodiacetate, ammonium cocoamphohydroxypropylsulfonate, ammonium cocoamphopropionate, ammonium cornamphopropionate, ammonium lauraminopropionate, ammonium la
  • the composition may comprises a zwitterionic co-surfactant, wherein the zwitterionic surfactant is a derivative of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate or phosphonate.
  • the zwitterionic surfactant is a derivative of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group such as carboxy, sulfonate, sulfate, phosphate or phosphonate.
  • the zwitterionic surfactant can be selected from the group consisting of: cocamidoethyl betaine, cocamidopropylamine oxide, cocamidopropyl betaine, cocamidopropyl dimethylaminohydroxypropyl hydrolyzed collagen, cocamidopropyldimonium hydroxypropyl hydrolyzed collagen, cocamidopropyl hydroxysultaine, cocobetaineamido amphopropionate, coco-betaine, coco-hydroxysultaine, coco/oleamidopropyl betaine, coco-sultaine, lauramidopropyl betaine, lauryl betaine, lauryl hydroxysultaine, lauryl sultaine, and mixtures thereof.
  • Suitable nonionic surfactants for use in the present invention include those described in McCutcheion's Detergents and Emulsifiers, North American edition (1986), Allured Publishing Corp., and McCutcheion's Functional Materials, North American edition (1992).
  • Suitable nonionic surfactants for use in the personal care compositions of the present invention include, but are not limited to, polyoxyethylenated alkyl phenols, polyoxyethylenated alcohols, polyoxyethylenated polyoxypropylene glycols, glyceryl esters of alkanoic acids, polyglyceryl esters of alkanoic acids, propylene glycol esters of alkanoic acids, sorbitol esters of alkanoic acids, polyoxyethylenated sorbitor esters of alkanoic acids, polyoxyethylene glycol esters of alkanoic acids, polyoxyethylenated alkanoic acids, alkanolamides, N-alkylpyrrolidones, alkyl glycosides, alkyl polyglucosides, alkylamine oxides, and polyoxyethylenated silicones.
  • the co-surfactant can be a non-ionic surfactant selected from the alkanolamides group including: Cocamide, Cocamide Methyl MEA, Cocamide DEA, Cocamide MEA, Cocamide MIPA, Lauramide DEA, Lauramide MEA, Lauramide MIPA, Myristamide DEA, Myristamide MEA, PEG-20 Cocamide MEA, PEG-2 Cocamide, PEG-3 Cocamide, PEG-4 Cocamide, PEG-5 Cocamide, PEG-6 Cocamide, PEG-7 Cocamide, PEG-3 Lauramide, PEG-5 Lauramide, PEG-3 Oleamide, PPG-2 Cocamide, PPG-2 Hydroxyethyl Cocamide, PPG-2 Hydroxyethyl Isostearamide and mixtures thereof.
  • Representative polyoxyethylenated alcohols include alkyl chains ranging in the C9-C16 range and having from about 1 to about 110 alkoxy groups including, but not limited to, laureth-3, laureth-23, ceteth-10, steareth-10, steareth-100, beheneth-10, and commercially available from Shell Chemicals, Houston, Tex. under the trade names Neodol® 91, Neodol® 23, Neodol® 25, Neodol® 45, Neodol® 135, Neodol® 67, Neodol® PC 100, Neodol® PC 200, Neodol® PC 600, and mixtures thereof.
  • Brij® trade name from Uniqema, Wilmington, Del., including, but not limited to, Brij® 30, Brij® 35, Brij® 52, Brij® 56, Brij® 58, Brij® 72, Brij® 76, Brij® 78, Brij® 93, Brij® 97, Brij® 98, Brij® 721 and mixtures thereof.
  • Suitable alkyl glycosides and alkyl polyglucosides can be represented by the formula (S)n-O—R wherein S is a sugar moiety such as glucose, fructose, mannose, galactose, and the like; n is an integer of from about 1 to about 1000, and R is a C8-C30 alkyl group.
  • Examples of long chain alcohols from which the alkyl group can be derived include decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, and the like.
  • surfactants examples include alkyl polyglucosides wherein S is a glucose moiety, R is a C8-20 alkyl group, and n is an integer of from about 1 to about 9.
  • Commercially available examples of these surfactants include decyl polyglucoside and lauryl polyglucoside available under trade names APG® 325 CS, APG® 600 CS and APG® 625 CS) from Cognis, Ambler, Pa.
  • sucrose ester surfactants such as sucrose cocoate and sucrose laurate and alkyl polyglucosides available under trade names TritonTM BG-10 and TritonTM CG-110 from The Dow Chemical Company, Houston, Tex.
  • glyceryl esters and polyglyceryl esters including but not limited to, glyceryl monoesters, glyceryl monoesters of C12-22 saturated, unsaturated and branched chain fatty acids such as glyceryl oleate, glyceryl monostearate, glyceryl monopalmitate, glyceryl monobehenate, and mixtures thereof, and polyglyceryl esters of C12-22 saturated, unsaturated and branched chain fatty acids, such as polyglyceryl-4 isostearate, polyglyceryl-3 oleate, polyglyceryl-2-sesquioleate, triglyceryl diisostearate, diglyceryl monooleate, tetraglyceryl monooleate, and mixtures thereof.
  • glyceryl esters and polyglyceryl esters including but not limited to, glyceryl monoesters, glyceryl monoesters of C12-22 saturated, unsaturated and
  • sorbitan esters are also useful herein as nonionic surfactants.
  • Sorbitan esters of C12-22 saturated, unsaturated, and branched chain fatty acids are useful herein. These sorbitan esters usually comprise mixtures of mono-, di-, tri-, etc. esters.
  • suitable sorbitan esters include sorbitan monolaurate (SPAN® 20), sorbitan monopalmitate (SPAN® 40), sorbitan monostearate (SPAN® 60), sorbitan tristearate (SPAN® 65), sorbitan monooleate (SPAN® 80), sorbitan trioleate (SPAN® 85), and sorbitan isostearate.
  • alkoxylated derivatives of sorbitan esters including, but not limited to, polyoxyethylene (20) sorbitan monolaurate (Tween® 20), polyoxyethylene (20) sorbitan monopalmitate (Tween® 40), polyoxyethylene (20) sorbitan monostearate (Tween® 60), polyoxyethylene (20) sorbitan monooleate (Tween® 80), polyoxyethylene (4) sorbitan monolaurate (Tween® 21), polyoxyethylene (4) sorbitan monostearate (Tween® 61), polyoxyethylene (5) sorbitan monooleate (Tween® 81), and mixtures thereof, all available from Uniqema.
  • alkylphenol ethoxylates including, but not limited to, nonylphenol ethoxylates (TergitolTM NP-4, NP-6, NP-7, NP-8, NP-9, NP-10, NP-11, NP-12, NP-13, NP-15, NP-30, NP-40, NP-50, NP-55, NP-70 available from The Dow Chemical Company, Houston, Tex.) and octylphenol ethoxylates (TritonTM X-15, X-35, X-45, X-114, X-100, X-102, X-165, X-305, X-405, X-705 available from The Dow Chemical Company, Houston, Tx).
  • nonylphenol ethoxylates TegitolTM NP-4, NP-6, NP-7, NP-8, NP-9, NP-10, NP-11, NP-12, NP-13, NP-15, NP-30, NP-40, NP-50
  • tertiary alkylamine oxides including lauramine oxide and cocamine oxide.
  • Non limiting examples of other anionic, zwitterionic, amphoteric, and non-ionic additional surfactants suitable for use in the hair care composition are described in McCutcheon's, Emulsifiers and Detergents, 1989 Annual, published by M. C. Publishing Co., and U.S. Pat. Nos. 3,929,678, 2,658,072; 2,438,091; 2,528,378, which are incorporated herein by reference in their entirety.
  • Suitable surfactant combinations comprise an average weight % of alkyl branching of from about 0.5% to about 30%, alternatively from about 1% to about 25%, alternatively from about 2% to about 20%.
  • the surfactant combination can have a cumulative average weight % of C8 to C12 alkyl chain lengths of from about 7.5% to about 25%, alternatively from about 10% to about 22.5%, alternatively from about 10% to about 20%.
  • the surfactant combination can have an average C8-C12/C13-C18 alkyl chain ratio from about 3 to about 200, alternatively from about 25 to about 175.5, alternatively from about 50 to about 150, alternatively from about 75 to about 125.
  • the hair care composition also comprises a cationic polymer.
  • cationic polymers can include at least one of (a) a cationic guar polymer, (b) a cationic non-guar galactomannan polymer, (c) a cationic tapioca polymer, (d) a cationic copolymer of acrylamide monomers and cationic monomers, and/or (e) a synthetic, non-crosslinked, cationic polymer, which may or may not form lyotropic liquid crystals upon combination with the detersive surfactant (f) a cationic cellulose polymer.
  • the cationic polymer can be a mixture of cationic polymers.
  • the hair care composition may comprise a cationic guar polymer, which is a cationically substituted galactomannan (guar) gum derivatives.
  • guar gum for use in preparing these guar gum derivatives is typically obtained as a naturally occurring material from the seeds of the guar plant.
  • the guar molecule itself is a straight chain mannan, which is branched at regular intervals with single membered galactose units on alternative mannose units. The mannose units are linked to each other by means of ⁇ (1-4) glycosidic linkages. The galactose branching arises by way of an ⁇ (1-6) linkage.
  • Cationic derivatives of the guar gums are obtained by reaction between the hydroxyl groups of the polygalactomannan and reactive quaternary ammonium compounds.
  • the degree of substitution of the cationic groups onto the guar structure should be sufficient to provide the requisite cationic charge density described above.
  • the cationic polymer may include but not limited to a cationic guar polymer, has a weight average Molecular weight of less than 2.2 million g/mol, or from about 150 thousand to about 2.2 million g/mol, or from about 200 thousand to about 2.2 million g/mol, or from about 300 thousand to about 1.2 million g/mol, or from about 750,000 thousand to about 1 million g/mol.
  • the cationic guar polymer may have a charge density of from about 0.2 to about 2.2 meq/g, or from about 0.3 to about 2.0 meq/g, or from about 0.4 to about 1.8 meq/g; or from about 0.5 meq/g to about 1.8 meq/g.
  • the cationic guar polymer may have a weight average Molecular weight of less than about 1.5 million g/mol, and has a charge density of from about 0.1 meq/g to about 2.5 meq/g.
  • the cationic guar polymer may have a weight average molecular weight of less than 900 thousand g/mol, or from about 150 thousand to about 800 thousand g/mol, or from about 200 thousand to about 700 thousand g/mol, or from about 300 thousand to about 700 thousand g/mol, or from about 400 thousand to about 600 thousand g/mol.
  • the cationic guar polymer may have a charge density of from about 0.2 to about 2.2 meq/g, or from about 0.3 to about 2.0 meq/g, or from about 0.4 to about 1.8 meq/g; or from about 0.5 meq/g to about 1.5 meq/g.
  • the cationic guar polymer may be formed from quaternary ammonium compounds.
  • the quaternary ammonium compounds for forming the cationic guar polymer may conform to the general formula 1:
  • R 3 , R 4 and R 5 are methyl or ethyl groups;
  • R 6 is either an epoxyalkyl group of the general formula 2:
  • R 6 is a halohydrin group of the general formula 3:
  • R 7 is a C 1 to C 3 alkylene
  • X is chlorine or bromine
  • Z is an anion such as Cl—, Br—, I— or HSO 4 —.
  • the cationic guar polymer may conform to the general formula 4:
  • R 8 is guar gum; and wherein R 4 , R 5 , R 6 and R 7 are as defined above; and wherein Z is a halogen.
  • the cationic guar polymer may conform to Formula 5:
  • Suitable cationic guar polymers include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride.
  • the cationic guar polymer may be a guar hydroxypropyltrimonium chloride.
  • Specific examples of guar hydroxypropyltrimonium chlorides include the Jaguar® series commercially available from Solvay, for example Jaguar® C-500, commercially available from Solvay.
  • Jaguar® C-500 has a charge density of 0.8 meq/g and a molecular weight of 500,000 g/mol.
  • guar hydroxypropyltrimonium chloride which has a charge density of about 1.3 meq/g and a molecular weight of about 500,000 g/mol and is available from Solvay as Jaguar® Optima.
  • Other suitable guar hydroxypropyltrimonium chloride are: guar hydroxypropyltrimonium chloride which has a charge density of about 0.7 meq/g and a molecular weight of about 1,500,000 g/mol and is available from Solvay as Jaguar® Excel.
  • guar hydroxypropyltrimonium chloride which has a charge density of about 1.1 meq/g and a molecular weight of about 500,000 g/mol and is available from ASI, a charge density of about 1.5 meq/g and a molecular weight of about 500,000 g/mole is available from ASI.
  • Hi-Care 1000 which has a charge density of about 0.7 meq/g and a Molecular weight of about 600,000 g/mole and is available from Solvay
  • N-Hance 3269 and N-Hance 3270 which have a charge density of about 0.7 meq/g and a molecular weight of about 425,000 g/mol and are available from ASI
  • N-Hance 3196 which has a charge density of about 0.8 meq/g and a molecular weight of about 1,100,000 g/mol and is available from ASI.
  • AquaCat CG518 has a charge density of about 0.9 meq/g and a Molecular weight of about 50,000 g/mol and is available from ASI.
  • BF-13 which is a borate (boron) free guar of charge density of about 1.1 meq/g and molecular weight of about 800,000 and BF-17, which is a borate (boron) free guar of charge density of about 1.7 5 meq/g and M. Wt. of about 800,000 both available from ASI.
  • the hair care compositions of the present invention may comprise a galactomannan polymer derivative having a mannose to galactose ratio of greater than 2:1 on a monomer to monomer basis, the galactomannan polymer derivative selected from the group consisting of a cationic galactomannan polymer derivative and an amphoteric galactomannan polymer derivative having a net positive charge.
  • the term “cationic galactomannan” refers to a galactomannan polymer to which a cationic group is added.
  • amphoteric galactomannan refers to a galactomannan polymer to which a cationic group and an anionic group are added such that the polymer has a net positive charge.
  • Galactomannan polymers are present in the endosperm of seeds of the Leguminosae family. Galactomannan polymers are made up of a combination of mannose monomers and galactose monomers.
  • the galactomannan molecule is a straight chain mannan branched at regular intervals with single membered galactose units on specific mannose units.
  • the mannose units are linked to each other by means of ⁇ (1-4) glycosidic linkages.
  • the galactose branching arises by way of an ⁇ (1-6) linkage.
  • the ratio of mannose monomers to galactose monomers varies according to the species of the plant and also is affected by climate.
  • Non Guar Galactomannan polymer derivatives of the present invention have a ratio of mannose to galactose of greater than 2:1 on a monomer to monomer basis. Suitable ratios of mannose to galactose can be greater than about 3:1, and the ratio of mannose to galactose can be greater than about 4:1. Analysis of mannose to galactose ratios is well known in the art and is typically based on the measurement of the galactose content.
  • the gum for use in preparing the non-guar galactomannan polymer derivatives is typically obtained as naturally occurring material such as seeds or beans from plants.
  • examples of various non-guar galactomannan polymers include but are not limited to Tara gum (3 parts mannose/1 part galactose), Locust bean or Carob (4 parts mannose/1 part galactose), and Cassia gum (5 parts mannose/1 part galactose).
  • the non-guar galactomannan polymer derivatives may have a M. Wt. from about 1,000 to about 10,000,000, and/or from about 5,000 to about 3,000,000.
  • the hair care compositions of the invention can also include galactomannan polymer derivatives which have a cationic charge density from about 0.5 meq/g to about 7 meq/g.
  • the galactomannan polymer derivatives may have a cationic charge density from about 1 meq/g to about 5 meq/g.
  • the degree of substitution of the cationic groups onto the galactomannan structure should be sufficient to provide the requisite cationic charge density.
  • the galactomannan polymer derivative can be a cationic derivative of the non-guar galactomannan polymer, which is obtained by reaction between the hydroxyl groups of the polygalactomannan polymer and reactive quaternary ammonium compounds.
  • Suitable quaternary ammonium compounds for use in forming the cationic galactomannan polymer derivatives include those conforming to the general formulas 1-5, as defined above.
  • Cationic non-guar galactomannan polymer derivatives formed from the reagents described above are represented by the general formula 6:
  • the cationic galactomannan derivative can be a gum hydroxypropyltrimethylammonium chloride, which can be more specifically represented by the general formula 7:
  • the galactomannan polymer derivative can be an amphoteric galactomannan polymer derivative having a net positive charge, obtained when the cationic galactomannan polymer derivative further comprises an anionic group.
  • the cationic non-guar galactomannan can have a ratio of mannose to galactose is greater than about 4:1, a molecular weight of about 1,000 g/mol to about 10,000,000 g/mol, and/or from about 50,000 g/mol to about 1,000,000 g/mol, and/or from about 100,000 g/mol to about 900,000 g/mol, and/or from about 150,000 g/mol to about 400,000 g/mol and a cationic charge density from about 1 meq/g to about 5 meq/g, and/or from 2 meq/g to about 4 meq/g and can be derived from a cassia plant.
  • the hair care compositions can comprise water-soluble cationically modified starch polymers.
  • cationically modified starch refers to a starch to which a cationic group is added prior to degradation of the starch to a smaller molecular weight, or wherein a cationic group is added after modification of the starch to achieve a desired molecular weight.
  • the definition of the term “cationically modified starch” also includes amphoterically modified starch.
  • amphoterically modified starch refers to a starch hydrolysate to which a cationic group and an anionic group are added.
  • the cationically modified starch polymers disclosed herein have a percent of bound nitrogen of from about 0.5% to about 4%.
  • the cationically modified starch polymers for use in the hair care compositions can have a molecular weight about 850,000 g/mol to about 1,500,000 g/mol and/or from about 900,000 g/mol to about 1,500,000 g/mol.
  • the hair care compositions can include cationically modified starch polymers which have a charge density of from about 0.2 meq/g to about 5 meq/g, and/or from about 0.2 meq/g to about 2 meq/g.
  • the chemical modification to obtain such a charge density includes, but is not limited to, the addition of amino and/or ammonium groups into the starch molecules.
  • Non-limiting examples of these ammonium groups may include substituents such as hydroxypropyl trimmonium chloride, trimethylhydroxypropyl ammonium chloride, dimethylstearylhydroxypropyl ammonium chloride, and dimethyldodecylhydroxypropyl ammonium chloride. See Solarek, D.
  • the cationic groups may be added to the starch prior to degradation to a smaller molecular weight or the cationic groups may be added after such modification.
  • the cationically modified starch polymers generally have a degree of substitution of a cationic group from about 0.2 to about 2.5.
  • the “degree of substitution” of the cationically modified starch polymers is an average measure of the number of hydroxyl groups on each anhydroglucose unit which is derivatized by substituent groups. Since each anhydroglucose unit has three potential hydroxyl groups available for substitution, the maximum possible degree of substitution is 3.
  • the degree of substitution is expressed as the number of moles of substituent groups per mole of anhydroglucose unit, on a molar average basis.
  • the degree of substitution may be determined using proton nuclear magnetic resonance spectroscopy (“.sup.1H NMR”) methods well known in the art.
  • Suitable.sup.1H NMR techniques include those described in “Observation on NMR Spectra of Starches in Dimethyl Sulfoxide, Iodine-Complexing, and Solvating in Water-Dimethyl Sulfoxide”, Qin-Ji Peng and Arthur S. Perlin, Carbohydrate Research, 160 (1987), 57-72; and “An Approach to the Structural Analysis of Oligosaccharides by NMR Spectroscopy”, J. Howard Bradbury and J. Grant Collins, Carbohydrate Research, 71, (1979), 15-25.
  • the source of starch before chemical modification can be chosen from a variety of sources such as tubers, legumes, cereal, and grains.
  • Non-limiting examples of this source starch may include corn starch, wheat starch, rice starch, waxy corn starch, oat starch, cassava starch, waxy barley, waxy rice starch, glutenous rice starch, sweet rice starch, amioca, potato starch, tapioca starch, oat starch, sago starch, sweet rice, or mixtures thereof.
  • the cationically modified starch polymers can be selected from degraded cationic maize starch, cationic tapioca, cationic potato starch, and mixtures thereof.
  • the cationically modified starch polymers are cationic corn starch and cationic tapioca.
  • the starch prior to degradation or after modification to a smaller molecular weight, may comprise one or more additional modifications.
  • these modifications may include cross-linking, stabilization reactions, phosphorylations, and hydrolyzations.
  • Stabilization reactions may include alkylation and esterification.
  • the cationically modified starch polymers may be incorporated into the composition in the form of hydrolyzed starch (e.g., acid, enzyme, or alkaline degradation), oxidized starch (e.g., peroxide, peracid, hypochlorite, alkaline, or any other oxidizing agent), physically/mechanically degraded starch (e.g., via the thermo-mechanical energy input of the processing equipment), or combinations thereof.
  • hydrolyzed starch e.g., acid, enzyme, or alkaline degradation
  • oxidized starch e.g., peroxide, peracid, hypochlorite, alkaline, or any other oxidizing agent
  • physically/mechanically degraded starch e.g., via the thermo-mechanical energy input of the processing equipment
  • An optimal form of the starch is one which is readily soluble in water and forms a substantially clear (% Transmittance of about 80 at 600 nm) solution in water.
  • the transparency of the composition is measured by Ultra-Violet/Visible (UV/VIS) spectrophotometry, which determines the absorption or transmission of UV/VIS light by a sample, using a Gretag Macbeth Colorimeter Color i 5 according to the related instructions.
  • a light wavelength of 600 nm has been shown to be adequate for characterizing the degree of clarity of cosmetic compositions.
  • Suitable cationically modified starch for use in hair care compositions are available from known starch suppliers. Also suitable for use in hair care compositions are nonionic modified starch that can be further derivatized to a cationically modified starch as is known in the art. Other suitable modified starch starting materials may be quaternized, as is known in the art, to produce the cationically modified starch polymer suitable for use in hair care compositions.
  • a starch slurry can be prepared by mixing granular starch in water. The temperature is raised to about 35° C. An aqueous solution of potassium permanganate is then added at a concentration of about 50 ppm based on starch. The pH is raised to about 11.5 with sodium hydroxide and the slurry is stirred sufficiently to prevent settling of the starch. Then, about a 30% solution of hydrogen peroxide diluted in water is added to a level of about 1% of peroxide based on starch. The pH of about 11.5 is then restored by adding additional sodium hydroxide. The reaction is completed over about a 1 to about 20 hour period. The mixture is then neutralized with dilute hydrochloric acid. The degraded starch is recovered by filtration followed by washing and drying.
  • the hair care composition can comprise a cationic copolymer of an acrylamide monomer and a cationic monomer, wherein the copolymer has a charge density of from about 1.0 meq/g to about 3.0 meq/g.
  • the cationic copolymer can be a synthetic cationic copolymer of acrylamide monomers and cationic monomers.
  • the cationic copolymer can comprise:
  • each of v, v′, and v′′ is independently an integer of from 1 to 6
  • w is zero or an integer of from 1 to 10
  • X ⁇ is an anion.
  • the above structure may be referred to as triquat.
  • Suitable acrylamide monomer include, but are not limited to, either acrylamide or methacrylamide.
  • the cationic copolymer (b) can be AM:TRIQUAT which is a copolymer of acrylamide and 1,3-Propanediaminium,N-[2-[[[dimethyl [3-[(2-methyl-1-oxo-2-propenyl)amino]propyl]ammonio]acetyl]amino]ethyl]2-hydroxy-N,N,N′,N′,N′-pentamethyl-, trichloride.
  • AM:TRIQUAT is also known as polyquaternium 76 (PQ76).
  • AM:TRIQUAT may have a charge density of 1.6 meq/g and a molecular weight of 1.1 million g/mol.
  • the cationic copolymer may be an acrylamide monomer and a cationic monomer, wherein the cationic monomer is selected from the group consisting of: dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, ditertiobutylaminoethyl (meth)acrylate, dimethylaminomethyl (meth)acrylamide, dimethylaminopropyl (meth)acrylamide; ethylenimine, vinylamine, 2-vinylpyridine, 4-vinylpyridine; trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulphate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyl dimethylammonium ethyl acrylate chloride, trimethyl ammonium ethyl (meth)acrylamido chlor
  • the cationic copolymer can comprise a cationic monomer selected from the group consisting of: cationic monomers include trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulphate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyl dimethylammonium ethyl acrylate chloride, trimethyl ammonium ethyl (meth)acrylamido chloride, trimethyl ammonium propyl (meth)acrylamido chloride, vinylbenzyl trimethyl ammonium chloride, and mixtures thereof.
  • cationic monomers include trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulphate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoy
  • the cationic copolymer can be water-soluble.
  • the cationic copolymer is formed from (1) copolymers of (meth)acrylamide and cationic monomers based on (meth)acrylamide, and/or hydrolysis-stable cationic monomers, (2) terpolymers of (meth)acrylamide, monomers based on cationic (meth)acrylic acid esters, and monomers based on (meth)acrylamide, and/or hydrolysis-stable cationic monomers.
  • Monomers based on cationic (meth)acrylic acid esters may be cationized esters of the (meth)acrylic acid containing a quaternized N atom.
  • the cationized esters of the (meth)acrylic acid containing a quaternized N atom may be quaternized dialkylaminoalkyl (meth)acrylates with C1 to C3 in the alkyl and alkylene groups.
  • Suitable cationized esters of the (meth)acrylic acid containing a quaternized N atom can be selected from the group consisting of: ammonium salts of dimethylaminomethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, diethylaminomethyl (meth)acrylate, diethylaminoethyl (meth)acrylate; and diethylaminopropyl (meth)acrylate quaternized with methyl chloride.
  • the cationized esters of the (meth)acrylic acid containing a quaternized N atom may be dimethylaminoethyl acrylate, which is quaternized with an alkyl halide, or with methyl chloride or benzyl chloride or dimethyl sulfate (ADAME-Quat).
  • the cationic monomer when based on (meth)acrylamides can be quaternized dialkylaminoalkyl(meth)acrylamides with C1 to C3 in the alkyl and alkylene groups, or dimethylaminopropylacrylamide, which is quaternized with an alkyl halide, or methyl chloride or benzyl chloride or dimethyl sulfate.
  • Suitable cationic monomer based on a (meth)acrylamide include quaternized dialkylaminoalkyl(meth)acrylamide with C1 to C3 in the alkyl and alkylene groups.
  • the cationic monomer based on a (meth)acrylamide can be dimethylaminopropylacrylamide, which is quaternized with an alkyl halide, especially methyl chloride or benzyl chloride or dimethyl sulfate.
  • the cationic monomer can be a hydrolysis-stable cationic monomer.
  • Hydrolysis-stable cationic monomers can be, in addition to a dialkylaminoalkyl(meth)acrylamide, all monomers that can be regarded as stable to the OECD hydrolysis test.
  • the cationic monomer can be hydrolysis-stable and the hydrolysis-stable cationic monomer can be selected from the group consisting of: diallyldimethylammonium chloride and water-soluble, cationic styrene derivatives.
  • the cationic copolymer can be a terpolymer of acrylamide, 2-dimethylammoniumethyl (meth)acrylate quaternized with methyl chloride (ADAME-Q) and 3-dimethylammoniumpropyl(meth)acrylamide quaternized with methyl chloride (DIMAPA-Q).
  • the cationic copolymer can be formed from acrylamide and acrylamidopropyltrimethylammonium chloride, wherein the acrylamidopropyltrimethylammonium chloride has a charge density of from about 1.0 meq/g to about 3.0 meq/g.
  • the cationic copolymer can have a charge density of from about 1.1 meq/g to about 2.5 meq/g, or from about 1.1 meq/g to about 2.3 meq/g, or from about 1.2 meq/g to about 2.2 meq/g, or from about 1.2 meq/g to about 2.1 meq/g, or from about 1.3 meq/g to about 2.0 meq/g, or from about 1.3 meq/g to about 1.9 meq/g.
  • the cationic copolymer can have a molecular weight from about 100 thousand g/mol to about 1.5 million g/mol, or from about 300 thousand g/mol to about 1.5 million g/mol, or from about 500 thousand g/mol to about 1.5 million g/mol, or from about 700 thousand g/mol to about 1.0 million g/mol, or from about 900 thousand g/mol to about 1.2 million g/mol.
  • the cationic copolymer can be a trimethylammoniopropylmethacrylamide chloride-N-Acrylamide copolymer, which is also known as AM:MAPTAC.
  • AM:MAPTAC may have a charge density of about 1.3 meq/g and a molecular weight of about 1.1 million g/mol.
  • the cationic copolymer can be AM:ATPAC.
  • AM:ATPAC can have a charge density of about 1.8 meq/g and a molecular weight of about 1.1 million g/mol.
  • the hair care composition can comprise a cationic synthetic polymer that may be formed from
  • the cationic polymers can be water soluble or dispersible, non-crosslinked, and synthetic cationic polymers having the following structure:
  • A may be one or more of the following cationic moieties:
  • R2′ H, C1-C4 linear or branched alkyl and R3 as:
  • cationic monomers include aminoalkyl (meth)acrylates, (meth)aminoalkyl (meth)acrylamides; monomers comprising at least one secondary, tertiary or quaternary amine function, or a heterocyclic group containing a nitrogen atom, vinylamine or ethylenimine; diallyldialkyl ammonium salts; their mixtures, their salts, and macromonomers deriving from therefrom.
  • cationic monomers include dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, ditertiobutylaminoethyl (meth)acrylate, dimethylaminomethyl (meth)acrylamide, dimethylaminopropyl (meth)acrylamide, ethylenimine, vinylamine, 2-vinylpyridine, 4-vinylpyridine, trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulphate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyl dimethylammonium ethyl acrylate chloride, trimethyl ammonium ethyl (meth)acrylamido chloride, trimethyl ammonium propyl (meth)acrylamido chloride, vinylbenzyl trimethyl ammonium chloride, dial
  • Suitable cationic monomers include those which comprise a quaternary ammonium group of formula —NR 3 + , wherein R, which is identical or different, represents a hydrogen atom, an alkyl group comprising 1 to 10 carbon atoms, or a benzyl group, optionally carrying a hydroxyl group, and comprise an anion (counter-ion).
  • R which is identical or different, represents a hydrogen atom, an alkyl group comprising 1 to 10 carbon atoms, or a benzyl group, optionally carrying a hydroxyl group, and comprise an anion (counter-ion).
  • anions are halides such as chlorides, bromides, sulphates, hydrosulphates, alkylsulphates (for example comprising 1 to 6 carbon atoms), phosphates, citrates, formates, and acetates.
  • Suitable cationic monomers include trimethylammonium ethyl (meth)acrylate chloride, trimethylammonium ethyl (meth)acrylate methyl sulphate, dimethylammonium ethyl (meth)acrylate benzyl chloride, 4-benzoylbenzyl dimethylammonium ethyl acrylate chloride, trimethyl ammonium ethyl (meth)acrylamido chloride, trimethyl ammonium propyl (meth)acrylamido chloride, vinylbenzyl trimethyl ammonium chloride.
  • Additional suitable cationic monomers include trimethyl ammonium propyl (meth)acrylamido chloride.
  • Examples of monomers bearing a negative charge include alpha ethylenically unsaturated monomers comprising a phosphate or phosphonate group, alpha ethylenically unsaturated monocarboxylic acids, monoalkylesters of alpha ethylenically unsaturated dicarboxylic acids, monoalkylamides of alpha ethylenically unsaturated dicarboxylic acids, alpha ethylenically unsaturated compounds comprising a sulphonic acid group, and salts of alpha ethylenically unsaturated compounds comprising a sulphonic acid group.
  • Suitable monomers with a negative charge include acrylic acid, methacrylic acid, vinyl sulphonic acid, salts of vinyl sulfonic acid, vinylbenzene sulphonic acid, salts of vinylbenzene sulphonic acid, alpha-acrylamidomethylpropanesulphonic acid, salts of alpha-acrylamidomethylpropanesulphonic acid, 2-sulphoethyl methacrylate, salts of 2-sulphoethyl methacrylate, acrylamido-2-methylpropanesulphonic acid (AMPS), salts of acrylamido-2-methylpropanesulphonic acid, and styrenesulphonate (SS).
  • acrylic acid methacrylic acid, vinyl sulphonic acid, salts of vinyl sulfonic acid, vinylbenzene sulphonic acid, salts of vinylbenzene sulphonic acid, alpha-acrylamidomethylpropanesulphonic acid, salts of alpha-acrylamidomethylpropanesulphonic acid
  • nonionic monomers examples include vinyl acetate, amides of alpha ethylenically unsaturated carboxylic acids, esters of an alpha ethylenically unsaturated monocarboxylic acids with an hydrogenated or fluorinated alcohol, polyethylene oxide (meth)acrylate (i.e. polyethoxylated (meth)acrylic acid), monoalkylesters of alpha ethylenically unsaturated dicarboxylic acids, monoalkylamides of alpha ethylenically unsaturated dicarboxylic acids, vinyl nitriles, vinylamine amides, vinyl alcohol, vinyl pyrolidone, and vinyl aromatic compounds.
  • vinyl acetate examples include vinyl acetate, amides of alpha ethylenically unsaturated carboxylic acids, esters of an alpha ethylenically unsaturated monocarboxylic acids with an hydrogenated or fluorinated alcohol, polyethylene oxide (meth)acrylate (i.e.
  • Suitable nonionic monomers include styrene, acrylamide, methacrylamide, acrylonitrile, methylacrylate, ethylacrylate, n-propylacrylate, n-butylacrylate, methylmethacrylate, ethylmethacrylate, n-propylmethacrylate, n-butylmethacrylate, 2-ethyl-hexyl acrylate, 2-ethyl-hexyl methacrylate, 2-hydroxyethylacrylate and 2-hydroxyethylmethacrylate.
  • the anionic counterion (X—) in association with the synthetic cationic polymers may be any known counterion so long as the polymers remain soluble or dispersible in water, in the hair care composition, or in a coacervate phase of the hair care composition, and so long as the counterions are physically and chemically compatible with the essential components of the hair care composition or do not otherwise unduly impair product performance, stability or aesthetics.
  • Non limiting examples of such counterions include halides (e.g., chlorine, fluorine, bromine, iodine), sulfate and methylsulfate.
  • the cationic polymer described herein can aid in providing damaged hair, particularly chemically treated hair, with a surrogate hydrophobic F-layer.
  • the microscopically thin F-layer provides natural weatherproofing, while helping to seal in moisture and prevent further damage. Chemical treatments damage the hair cuticle and strip away its protective F-layer. As the F-layer is stripped away, the hair becomes increasingly hydrophilic. It has been found that when lyotropic liquid crystals are applied to chemically treated hair, the hair becomes more hydrophobic and more virgin-like, in both look and feel. Without being limited to any theory, it is believed that the lyotropic liquid crystal complex creates a hydrophobic layer or film, which coats the hair fibers and protects the hair, much like the natural F-layer protects the hair.
  • Lyotropic liquid crystals are formed by combining the synthetic cationic polymers described herein with the aforementioned anionic detersive surfactant component of the hair care composition.
  • the synthetic cationic polymer has a relatively high charge density. It should be noted that some synthetic polymers having a relatively high cationic charge density do not form lyotropic liquid crystals, primarily due to their abnormal linear charge densities. Such synthetic cationic polymers are described in WO 94/06403 to Reich et al.
  • the synthetic polymers described herein can be formulated in a stable hair care composition that provides improved conditioning performance, with respect to damaged hair.
  • Cationic synthetic polymers that can form lyotropic liquid crystals have a cationic charge density of from about 2 meq/gm to about 7 meq/gm, and/or from about 3 meq/gm to about 7 meq/gm, and/or from about 4 meq/gm to about 7 meq/gm.
  • the cationic charge density may be about 6.2 meq/gm.
  • the polymers may also have a M. Wt. of from about 1,000 to about 5,000,000, and/or from about 10,000 to about 1,500,000, and/or from about 100,000 to about 1,500,000.
  • the cationic synthetic polymers that provide enhanced conditioning and deposition of benefit agents but do not necessarily form lyotropic liquid crystals may have a cationic charge density of from about 0.7 meq/gm to about 7 meq/gm, and/or from about 0.8 meq/gm to about 5 meq/gm, and/or from about 1.0 meq/gm to about 3 meq/gm.
  • the polymers also have a M. Wt. of from about 1,000 to about 1,500,000, from about 10,000 to about 1,500,000, and from about 100,000 to about 1,500,000.
  • Suitable cationic cellulose polymers are salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10 and available from Dow/Amerchol Corp. (Edison, N.J., USA) in their Polymer LR, JR, and KG series of polymers.
  • CTFA trimethyl ammonium substituted epoxide
  • Non-limiting examples include: JR-30M, KG-30M, JP, LR-400 and mixtures thereof.
  • Suitable types of cationic cellulose include the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Dow/Amerchol Corp. under the tradename Polymer LM-200.
  • CTFA Cosmetic quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide and trimethyl ammonium substituted epoxide referred to in the industry (CTFA) as Polyquaternium 67. These materials are available from Dow/Amerchol Corp. under the tradename SoftCAT Polymer SL-5, SoftCAT Polymer SL-30, Polymer SL-60, Polymer SL-100, Polymer SK-L, Polymer SK-M, Polymer SK-MH, and Polymer SK-H.
  • the concentration of the cationic polymers ranges about 0.01% to about 5%, from about 0.08% to about 3%, from about 0.1% to about 2%, and/or from about 0.2% to about 1%, by weight of the hair care composition.
  • the hair care composition may also comprises one or more anionic polymers.
  • Anionic polymers are polymers that contain anionic functional groups. Non-limited examples of anionic functional groups include carboxylate, sulfonate, sulfate, phosphonate, phosphate, nitrate and others.
  • Anionic polymers can be homopolymers, that is, polymers constructed using one type of monomer, or copolymers, that is, polymers constructed using more than one type of monomer (including one or more monomers with anionic functional groups and/or other monomers that contain non anionic functional groups).
  • the hair care composition may comprise from about 0.1% to about 10% of an anionic polymer, from about 0.25% to about 8% of an anionic polymer, or from about 0.5% to about 5% of an anionic polymer, or from about 1% to about 5% of an anionic polymer or from about 1% to about 2.5% of an anionic polymer.
  • the anionic polymer may be a polyacrylate, or polyacrylamide polymer.
  • the hair care composition may comprise anionic polymers that are homopolymers based on acrylic acid, methacrylic acid or other related derivatives, non-limiting examples include polyacrylate, polymethacrylate, polyethylacrylate, and polyacrylamide.
  • the anionic polymer may be alkali swellable and hydrophobically-modified alkali swellable acrylic copolymers or methacrylate copolymers, non-limiting examples include acrylic acid/acrylonitrogens copolymer, acrylates/steareth-20 itaconate copolymer, acrylates/ceteth-20 itaconate copolymer, Acrylates/Aminoacrylates/C10-30 Alkyl PEG-20 Itaconate Copolymer, acrylates/aminoacrylates copolymer, acrylates/steareth-20 methacrylate copolymer, acrylates/beheneth-25 methacrylate copolymer, acrylates/steareth-20 methacrylate crosspolymer, acrylates/beheneth-25 methacrylate/HEMA crosspolymer, acrylates/vinyl neodecanoate crosspolymer, acrylates/vinyl isodecanoate crosspolymer, Acrylates/P
  • the anionic polymer may be soluble crosslinked acrylic polymers, a non-limiting example includes carbomers.
  • the anionic polymer may be an associative polymer, non-limiting examples include: hydrophobic ally modified, alkali swellable emulsions, non-limiting examples include hydrophobically modified polypolyacrylates; hydrophobically modified polyacrylic acids, and hydrophobically modified polyacrylamides; hydrophobically modified polyethers wherein these materials may have a hydrophobe that can be selected from cetyl, stearyl, oleayl, and combinations thereof.
  • Non-limited examples of anionic polymers include: C-LC/SD-PC: Sodium Polyaspartate; Poly(2-acrylamido-2-methyl-1-propanesulfonic acid) which has a MW of about 2,000,000; Poly(2-acrylamido-2-methyl-1-propanesulfonic acid-co-acrylonitrile) acrylonitrile; Poly(4-styrenesulfonic acid-co-maleic acid) sodium salt which has a MW of about 20,000; PVM/MA Copolymer: FLEXAN® II Polymer: Sodium Polystyrene Sulfonate which has a MW of about 70,000 or 200,000 or 1,000,000; Polystyrene Sulfonate which has a MW of about 75,000; Ammonium Polystyrene Sulfonate which has a 200,000; MIRUSTYLE X-HP Sodium Laneth-40 Maleate/Styrene Sulfonate Copolymer; MIRUSTY
  • the hair care composition may comprise a thickening polymer to increase the viscosity of the composition. Suitable thickening polymers can be used.
  • the hair care composition may comprise from about 0.5% to about 10% of a thickening polymer, from about 0.8% to about 8% of a thickening polymer, from about 1.0% to about 5% of a thickening polymer, and about 1% to about 4% of a thickening polymer.
  • the thickening polymer modifier may be a polyacrylate, polyacrylamide thickeners.
  • the thickening polymer may be an anionic thickening polymer.
  • the hair care composition may comprise thickening polymers that are homopolymers based on acrylic acid, methacrylic acid or other related derivatives, non-limiting examples include polyacrylate, polymethacrylate, polyethylacrylate, and polyacrylamide.
  • the thickening polymers may be alkali swellable and hydrophobically-modified alkali swellable acrylic copolymers or methacrylate copolymers, non-limiting examples include acrylic acid/acrylonitrogens copolymer, acrylates/steareth-20 itaconate copolymer, acrylates/ceteth-20 itaconate copolymer, Acrylates/Aminoacrylates/C10-30 Alkyl PEG-20 Itaconate Copolymer, acrylates/aminoacrylates copolymer, acrylates/steareth-20 methacrylate copolymer, acrylates/beheneth-25 methacrylate copolymer, acrylates/steareth-20 methacrylate crosspolymer, acrylates/beheneth-25 methacrylate/HEMA crosspolymer, acrylates/vinyl neodecanoate crosspolymer, acrylates/vinyl isodecanoate crosspolymer, Acrylates/
  • the thickening polymers may be soluble crosslinked acrylic polymers, a non-limiting example includes carbomers.
  • the thickening polymers may be an associative polymeric thickeners, non-limiting examples include: hydrophobically modified, alkali swellable emulsions, non-limiting examples include hydrophobically modified polypolyacrylates; hydrophobically modified polyacrylic acids, and hydrophobically modified polyacrylamides; hydrophobically modified polyethers wherein these materials may have a hydrophobe that can be selected from cetyl, stearyl, oleayl, and combinations thereof.
  • the thickening polymers may be used in combination with polyvinylpyrrolidone, crosslinked polyvinylpyrrolidone and derivatives.
  • the thickening polymers may be combined with polyvinyalcohol and derivatives.
  • the thickening polymers may be combined with polyethyleneimine and derivatives.
  • the thickening polymers may be combined with alginic acid based matertials, non-limiting examples include sodium alginate, and alginic acid propylene glycol esters.
  • the thickening polymers may be used in combination with polyurethane polymers, non-limiting examples include: hydrophobically modified alkoxylated urethane polymers, non-limiting examples include PEG-150/decyl alcohol/SMDI copolymer, PEG-150/stearyl alcohol/SMDI copolymer, polyurethane-39.
  • the thickening polymers may be combined with an associative polymeric thickeners, non-limiting examples include: hydrophobically modified cellulose derivatives; and a hydrophilic portion of repeating ethylene oxide groups with repeat units from 10-300, from 30-200, and from 40-150.
  • Non-limiting examples of this class include PEG-120-methylglucose dioleate, PEG-(40 or 60) sorbitan tetraoleate, PEG-150 pentaerythrityl tetrastearate, PEG-55 propylene glycol oleate, PEG-150 distearate.
  • the thickening polymers may be combined with cellulose and derivatives, non-limiting examples include microcrystalline cellulose, carboxymethylcelluloses, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, methylcellulose, ethyl cellulose; nitro cellulose; cellulose sulfate; cellulose powder; hydrophobically modified celluloses.
  • the thickening polymers may be combined with a guar and guar derivatives, non-limting examples include hydroxypropyl guar, and hydroxypropyl guar hydroxypropyl trimonium chloride.
  • the thickening polymers may be combined with polyethylene oxide; polypropylene oxide; and POE-PPO copolymers.
  • R is hydrogen, methyl, or mixtures thereof, preferably hydrogen, and n is an integer having an average from 2,000-180,000, or from 7,000-90,000, or from 7,000-45,000.
  • Non-limiting examples of this class include PEG-7M, PEG-14M, PEG-23M, PEG-25M, PEG-45M, PEG-90M, or PEG-100M.
  • the thickening polymers may be combined with silicas, non-limiting examples include fumed silica, precipitated silica, and silicone-surface treated silica.
  • the thickening polymers may be combined with water-swellable clays, non-limiting examples include laponite, bentolite, montmorilonite, smectite, and hectonite.
  • the thickening polymers may be combined with gums, non-limiting examples include xanthan gum, guar gum, hydroxypropyl guar gum, Arabia gum, tragacanth, galactan, carob gum, karaya gum, and locust bean gum.
  • the thickening polymers may be combined with, dibenzylidene sorbitol, karaggenan, pectin, agar, quince seed ( Cydonia oblonga Mill), starch (from rice, corn, potato, wheat, etc), starch-derivatives (e.g. carboxymethyl starch, methylhydroxypropyl starch), algae extracts, dextran, succinoglucan, and pulleran,
  • dibenzylidene sorbitol karaggenan
  • pectin agar
  • quince seed Cydonia oblonga Mill
  • starch from rice, corn, potato, wheat, etc
  • starch-derivatives e.g. carboxymethyl starch, methylhydroxypropyl starch
  • algae extracts dextran, succinoglucan, and pulleran
  • Non-limiting examples of thickening polymers include acrylamide/ammonium acrylate copolymer (and) polyisobutene (and) polysorbate 20; acrylamide/sodium acryloyldimethyl taurate copolymer/isohexadecane/polysorbate 80, ammonium acryloyldimethyltaurate/VP copolymer, Sodium Acrylate/Sodium Acryloyldimethyl Taurate Copolymer, acrylates copolymer, Acrylates Crosspolymer-4, Acrylates Crosspolymer-3, acrylates/beheneth-25 methacrylate copolymer, acrylates/C10-C30 alkyl acrylate crosspolymer, acrylates/steareth-20 itaconate copolymer, ammonium polyacrylate/Isohexadecane/PEG-40 castor oil; carbomer, sodium carbomer, crosslinked polyvinylpyrrolidone (PVP), polyacrylamide
  • Exemplary commercially-available thickening polymers include ACULYNTM 28, ACULYNTM 33, ACULYNTM 88, ACULYNTM22, ACULYNTM Excel, Carbopol® Aqua SF-1, Carbopol® ETD 2020, Carbopol® Ultrez 20, Carbopol® Ultrez 21, Carbopol® Ultrez 10, Carbopol® Ultrez 30, Carbopol® 1342, Carbopol® Aqua SF-2 Polymer, SepigelTM 305, SimulgelTM 600, Sepimax Zen, Carbopol® SMART 1000, Rheocare® TTA, Rheomer® SC-Plus, STRUCTURE® PLUS, Aristoflex® AVC, Stabylen 30 and combinations thereof.
  • a gel network may be present.
  • the gel network component of the present invention may comprise at least one fatty amphiphile.
  • fatty amphiphile refers to a compound having a hydrophobic tail group as defined as an alkyl, alkenyl (containing up to 3 double bonds), alkyl aromatic, or branched alkyl group of C 12 -C 70 length and a hydrophilic head group which does not make the compound water soluble, wherein the compound also has a net neutral charge at the pH of the shampoo composition.
  • the shampoo compositions of the present invention comprise fatty amphiphile as part of the pre-formed dispersed gel network phase in an amount from about 0.05% to about 14%, preferably from about 0.5% to about 10%, and more preferably from about 1% to about 8%, by weight of the shampoo composition.
  • suitable fatty amphiphiles or suitable mixtures of two or more fatty amphiphiles, have a melting point of at least about 27° C.
  • the melting point may be measured by a standard melting point method as described in U.S. Pharmacopeia, USP-NF General Chapter ⁇ 741> “Melting range or temperature”.
  • the melting point of a mixture of two or more materials is determined by mixing the two or more materials at a temperature above the respective melt points and then allowing the mixture to cool. If the resulting composite is a homogeneous solid below about 27° C., then the mixture has a suitable melting point for use in the present invention.
  • a mixture of two or more fatty amphiphiles wherein the mixture comprises at least one fatty amphiphile having an individual melting point of less than about 27° C., still is suitable for use in the present invention provided that the composite melting point of the mixture is at least about 27° C.
  • Suitable fatty amphiphiles of the present invention include fatty alcohols, alkoxylated fatty alcohols, fatty phenols, alkoxylated fatty phenols, fatty amides, alkyoxylated fatty amides, fatty amines, fatty alkylamidoalkylamines, fatty alkyoxyalted amines, fatty carbamates, fatty amine oxides, fatty acids, alkoxylated fatty acids, fatty diesters, fatty sorbitan esters, fatty sugar esters, methyl glucoside esters, fatty glycol esters, mono, di & tri glycerides, polyglycerine fatty esters, alkyl glyceryl ethers, propylene glycol fatty acid esters, cholesterol, ceramides, fatty silicone waxes, fatty glucose amides, and phospholipids and mixtures thereof.
  • the shampoo composition may comprise fatty alcohol gel networks.
  • These gel networks are formed by combining fatty alcohols and surfactants in the ratio of from about 1:1 to about 40:1, from about 2:1 to about 20:1, and/or from about 3:1 to about 10:1.
  • the formation of a gel network involves heating a dispersion of the fatty alcohol in water with the surfactant to a temperature above the melting point of the fatty alcohol.
  • the fatty alcohol melts, allowing the surfactant to partition into the fatty alcohol droplets.
  • the surfactant brings water along with it into the fatty alcohol. This changes the isotropic fatty alcohol drops into liquid crystalline phase drops.
  • the liquid crystal phase is converted into a solid crystalline gel network.
  • the gel network contributes a stabilizing benefit to cosmetic creams and hair conditioners. In addition, they deliver conditioned feel benefits for hair conditioners.
  • the fatty alcohol can be included in the fatty alcohol gel network at a level by weight of from about 0.05 wt % to about 14 wt %.
  • the fatty alcohol may be present in an amount ranging from about 1 wt % to about 10 wt %, and/or from about 6 wt % to about 8 wt %.
  • the fatty alcohols useful herein include those having from about 10 to about 40 carbon atoms, from about 12 to about 22 carbon atoms, from about 16 to about 22 carbon atoms, and/or about 16 to about 18 carbon atoms. These fatty alcohols can be straight or branched chain alcohols and can be saturated or unsaturated. Nonlimiting examples of fatty alcohols include cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. Mixtures of cetyl and stearyl alcohol in a ratio of from about 20:80 to about 80:20 are suitable.
  • Gel network preparation A vessel is charged with water and the water is heated to about 74° C. Cetyl alcohol, stearyl alcohol, and SLES surfactant are added to the heated water. After incorporation, the resulting mixture is passed through a heat exchanger where the mixture is cooled to about 35° C. Upon cooling, the fatty alcohols and surfactant crystallized to form a crystalline gel network. Table 1 provides the components and their respective amounts for an example gel network composition.
  • the carrier useful in the hair care composition may include water and water solutions of lower alkyl alcohols, polyhydric alcohols, ketones having from 3 to 4 carbons atoms, C1-C6 esters of C1-C6 alcohols, sulfoxides, amides, carbonate esters, ethoxylated and proposylated C1-C10 alcohols, lactones, pyrollidones, and mixtures thereof.
  • Non-limited lower alkyl alcohol examples are monohydric alcohols having 1 to 6 carbons, such as ethanol and isopropanol.
  • Non-limiting examples of polyhydric alcohols useful herein include propylene glycol, dipropylene glycol, butylenes glycol, hexylene glycol, glycerin, propane diol and mixtures thereof.
  • the hair care composition may comprise a hydrotrope/viscosity modifier which is an alkali metal or ammonium salt of a lower alkyl benzene sulphonate such as sodium xylene sulphonate, sodium cumene sulphonate or sodium toluene sulphonate.
  • a hydrotrope/viscosity modifier which is an alkali metal or ammonium salt of a lower alkyl benzene sulphonate such as sodium xylene sulphonate, sodium cumene sulphonate or sodium toluene sulphonate.
  • the hair care composition may comprise silicone/PEG-8 silicone/PEG-9 silicone/PEG-n silicone/silicone ether (n could be another integer), non-limiting examples include PEGS-dimethicone A208) MW 855, PEG 8 Dimethicone D208 MW 2706.
  • the hair care composition described herein may comprise from about from about 1% to about 10% propellant or blowing agent, alternatively from about 2% to about 8% propellant, by weight of the hair care composition.
  • the propellant or blowing agent may comprise one or more volatile materials, which in a gaseous state, may carry the other components of the hair care composition in particulate or droplet form or as a foam.
  • the propellant or blowing agent may have a boiling point within the range of from about ⁇ 45° C. to about 5° C.
  • the propellant or blowing agent may be liquefied when packaged in convention aerosol containers under pressure. The rapid boiling of the propellant or blowing agent upon leaving the aerosol foam dispenser may aid in the atomization or foaming of the other components of the hair care composition.
  • Aerosol propellants or blowing agents which may be employed in the aerosol composition may include the chemically-inert hydrocarbons such as propane, n-butane, isobutane, cyclopropane, and mixtures thereof, as well as halogenated hydrocarbons such as dichlorodifluoromethane, 1,1-dichloro-1,1,2,2-tetrafluoroethane, 1-chloro-1,1-difluoro-2,2-trifluoroethane, 1-chloro-1,1-difluoroethylene, 1,1-difluoroethane, dimethyl ether, monochlorodifluoromethane, trans-1,3,3,3-tetrafluoropropene, and mixtures thereof.
  • chemically-inert hydrocarbons such as propane, n-butane, isobutane, cyclopropane, and mixtures thereof
  • halogenated hydrocarbons such as dichlorodifluoromethane, 1,
  • the propellant or blowing agent may comprise hydrocarbons such as isobutane, propane, and butane—these materials may be used for their low ozone reactivity and may be used as individual components where their vapor pressures at 21.1° C. range from about 1.17 Bar to about 7.45 Bar, alternatively from about 1.17 Bar to about 4.83 Bar, and alternatively from about 2.14 Bar to about 3.79 Bar.
  • hydrocarbons such as isobutane, propane, and butane
  • one or more scalp health agent may be added to provide scalp benefits in addition to the anti-fungal/anti-dandruff efficacy provided by the surfactant soluble anti-dandruff agents.
  • This group of materials is varied and provides a wide range of benefits including moisturization, barrier improvement, anti-fungal, anti-microbial and anti-oxidant, anti-itch, and sensates, and additional anti-dandruff agents such as polyvalent metal salts of pyrithione, non-limiting examples include zinc pyrithione (ZPT) and copper pyrithione, sulfur, or selenium sulfide.
  • Such scalp health agents include but are not limited to: vitamin E and F, salicylic acid, niacinamide, caffeine, panthenol, zinc oxide, zinc carbonate, basic zinc carbonate, glycols, glycolic acid, PCA, PEGs, erythritol, glycerin, triclosan, lactates, hyaluronates, allantoin and other ureas, betaines, sorbitol, glutamates, xylitols, menthol, menthyl lactate, iso cyclomone, benzyl alcohol, a compound comprising the following structure:
  • the hair care composition may further comprise one or more optional ingredients, including benefit agents Suitable benefit agents include, but are not limited to conditioning agents, cationic polymers silicone emulsions, anti-dandruff agents, gel networks, chelating agents, and, natural oils such as sun flower oil or castor oil. Additional suitable optional ingredients include but are not limited to perfumes, perfume microcapsules, colorants, particles, anti-microbials, foam busters, anti-static agents, rheology modifiers and thickeners, suspension materials and structurants, pH adjusting agents and buffers, preservatives, pearlescent agents, solvents, diluents, anti-oxidants, vitamins and combinations thereof. In the present invention, the composition may have from about 0.5% to about 7% of a perfume.
  • CTFA Cosmetic Ingredient Handbook, Tenth Edition (published by the Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C.) (2004) (hereinafter “CTFA”), describes a wide variety of nonlimiting materials that can be added to the composition herein.
  • the conditioning agent of the hair care compositions can be a silicone conditioning agent.
  • the silicone conditioning agent may comprise volatile silicone, non-volatile silicone, or combinations thereof.
  • the concentration of the silicone conditioning agent typically ranges from about 0.01% to about 10%, by weight of the composition, from about 0.1% to about 8%, from about 0.1% to about 5%, and/or from about 0.2% to about 3%.
  • suitable silicone conditioning agents, and optional suspending agents for the silicone are described in U.S. Reissue Pat. No. 34,584, U.S. Pat. No. 5,104,646, and U.S. Pat. No. 5,106,609, which descriptions are incorporated herein by reference.
  • the silicone conditioning agents for use in the compositions of the present invention can have a viscosity, as measured at 25° C., from about 20 to about 2,000,000 centistokes (“csk”), from about 1,000 to about 1,800,000 csk, from about 10,000 to about 1,500,000 csk, and/or from about 20,000 to about 1,500,000 csk.
  • csk centistokes
  • the dispersed silicone conditioning agent particles typically have a volume average particle diameter ranging from about 0.01 micrometer to about 60 micrometer.
  • the volume average particle diameters typically range from about 0.01 micrometer to about 4 micrometer, from about 0.01 micrometer to about 2 micrometer, from about 0.01 micrometer to about 0.5 micrometer.
  • Silicone emulsions suitable for use in the the present invention include, but are not limited to, emulsions of insoluble polysiloxanes. These may be prepared via emulsion polymerization, as in accordance with the descriptions provided in U.S. Pat. No. 6,316,541 or U.S. Pat. No. 4,476,282 or U.S. Patent Application Publication No. 2007/0276087, or they may be emulsified after polymerization is complete, via a variety of emulsification methods as described in U.S. Pat. No. 9,255,184B2 or U.S. Pat. No. 7,683,119 or Emulsions and Emulsion Stability , edited by Johan Sjoblom, CRC Press, 2005.
  • suitable insoluble polysiloxanes include polysiloxanes such as alpha, omega hydroxy-terminated polysiloxanes or alpha, omega alkoxy-terminated polysiloxanes having an internal phase viscosity from about 5 csk to about 500,000 csk.
  • the insoluble polysiloxane may have an internal phase viscosity less 400,000 csk, preferably less than 200,000 csk, more preferably from about 10,000 csk to about 180,000 csk.
  • the insoluble polysiloxane can have an average particle size within the range from about 10 nm to about 10 micron.
  • the average particle size may be within the range from about 15 nm to about 5 micron, from about 20 nm to about 1 micron, or from about 25 nm to about 550 nm or from about 1 to 10 micron.
  • the concentration of dispersed silicone in the emulsion may be within the range from about 5 to 90 percent, or from 20 to 85 percent, or from 30 to 80 percent by weight of the emulsion composition.
  • the average molecular weight of the insoluble polysiloxane, the internal phase viscosity of the insoluble polysiloxane, the viscosity of the silicone emulsion, and the size of the particle comprising the insoluble polysiloxane are determined by methods commonly used by those skilled in the art, such as the methods disclosed in Smith, A. L. The Analytical Chemistry of Silicones , John Wiley & Sons, Inc.: New York, 1991. For example, the viscosity of the silicone emulsion can be measured at 30° C. with a Brookfield viscometer with spindle 6 at 2.5 rpm.
  • the silicone emulsion may further include an additional emulsifier together with the anionic surfactant,
  • silicone fluids including but not limited to, silicone oils, which are flowable materials having viscosity less than about 1,000,000 csk as measured at 25° C.; ii) aminosilicones, which contain at least one primary, secondary or tertiary amine; iii) cationic silicones, which contain at least one quaternary ammonium functional group; iv) silicone gums; which include materials having viscosity greater or equal to 1,000,000 csk as measured at 25° C.; v) silicone resins, which include highly cross-linked polymeric siloxane systems; vi) high refractive index silicones, having refractive index of at least 1.46, and vii) mixtures thereof.
  • silicone fluids including but not limited to, silicone oils, which are flowable materials having viscosity less than about 1,000,000 csk as measured at 25° C.
  • aminosilicones which contain at least one primary, secondary or tertiary amine
  • iii) cationic silicones which contain at
  • the conditioning agent of the hair care compositions of the present invention may also comprise at least one organic conditioning material such as oil or wax, either alone or in combination with other conditioning agents, such as the silicones described above.
  • the organic material can be non-polymeric, oligomeric or polymeric. It may be in the form of oil or wax and may be added in the formulation neat or in a pre-emulsified form.
  • organic conditioning materials include, but are not limited to: i) hydrocarbon oils; ii) polyolefins, iii) fatty esters, iv) fluorinated conditioning compounds, v) fatty alcohols, vi) alkyl glucosides and alkyl glucoside derivatives; vii) quaternary ammonium compounds; viii) polyethylene glycols and polypropylene glycols having a molecular weight of up to about 2,000,000 including those with CTFA names PEG-200, PEG-400, PEG-600, PEG-1000, PEG-2M, PEG-7M, PEG-14M, PEG-45M and mixtures thereof.
  • anionic and nonionic emulsifiers can be used in the hair care composition of the present invention.
  • the anionic and nonionic emulsifiers can be either monomeric or polymeric in nature.
  • Monomeric examples include, by way of illustrating and not limitation, alkyl ethoxylates, alkyl sulfates, soaps, and fatty esters and their derivatives.
  • Polymeric examples include, by way of illustrating and not limitation, polyacrylates, polyethylene glycols, and block copolymers and their derivatives.
  • Naturally occurring emulsifiers such as lanolins, lecithin and lignin and their derivatives are also non-limiting examples of useful emulsifiers.
  • the hair care composition can also comprise a chelant.
  • Suitable chelants include those listed in A E Martell & R M Smith, Critical Stability Constants, Vol. 1, Plenum Press, New York & London (1974) and A E Martell & R D Hancock, Metal Complexes in Aqueous Solution, Plenum Press, New York & London (1996) both incorporated herein by reference.
  • salts and derivatives thereof means the salts and derivatives comprising the same functional structure (e.g., same chemical backbone) as the chelant they are referring to and that have similar or better chelating properties. This term include alkali metal, alkaline earth, ammonium, substituted ammonium (i.e.
  • derivatives also includes “chelating surfactant” compounds, such as those exemplified in U.S. Pat. No. 5,284,972, and large molecules comprising one or more chelating groups having the same functional structure as the parent chelants, such as polymeric EDDS (ethylenediaminedisuccinic acid) disclosed in U.S. Pat. No. 5,747,440.
  • chelating surfactant such as those exemplified in U.S. Pat. No. 5,284,972
  • large molecules comprising one or more chelating groups having the same functional structure as the parent chelants, such as polymeric EDDS (ethylenediaminedisuccinic acid) disclosed in U.S. Pat. No. 5,747,440.
  • Chelating agents can be incorporated in the compositions herein in amounts ranging from 0.001% to 10.0% by weight of the total composition, preferably 0.01% to 2.0%.
  • Nonlimiting chelating agent classes include carboxylic acids, aminocarboxylic acids, including aminocids, phosphoric acids, phosphonic acids, polyphosponic acids, polyethyleneimines, polyfunctionally-substituted aromatic, their derivatives and salts.
  • Nonlimiting chelating agents include the following materials and their salts.
  • the hair care compositions can be in the form of pourable liquids (under ambient conditions). Such compositions will therefore typically comprise a carrier, which is present at a level of from about 40% to about 85%, alternatively from about 45% to about 80%, alternatively from about 50% to about 75% by weight of the hair care composition.
  • the carrier may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or no significant concentrations of organic solvent, except as otherwise incidentally incorporated into the composition as minor ingredients of other essential or optional components.
  • the carrier useful the hair care compositions of the present invention may include water and water solutions of lower alkyl alcohols and polyhydric alcohols.
  • the lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbons, in one aspect, ethanol and isopropanol.
  • Exemplary polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.
  • the hair care composition described herein may be provided in a foam dispenser.
  • the foam dispenser may be an aerosol foam dispenser.
  • the aerosol foam dispenser may comprise a reservoir for holding the hair treatment composition.
  • the reservoir may be made out of any suitable material selected from the group consisting of plastic, metal, alloy, laminate, and combinations thereof. And the reservoir may be for one-time use.
  • the reservoir may be removable from the aerosol foam dispenser. Alternatively, the reservoir may be integrated with the aerosol foam dispenser. And there may be two or more reservoirs.
  • the foam dispenser may also be a mechanical foam dispenser.
  • the mechanical foam dispenser described may be selected from the group consisting of squeeze foam dispensers, pump foam dispensers, other mechanical foam dispensers, and combinations thereof.
  • the mechanical foam dispenser may be a squeeze foam dispenser.
  • suitable pump dispensers include those described in WO 2004/078903, WO 2004/078901, and WO 2005/078063 and may be supplied by Albea (60 Electric Ave., Thomaston, Conn. 06787 USA) or Rieke Packaging Systems (500 West Seventh St., Auburn, Ind. 46706).
  • the mechanical foam dispenser may comprise a reservoir for holding the hair treatment composition.
  • the reservoir may be made out of any suitable material selected from the group consisting of plastic, metal, alloy, laminate, and combinations thereof.
  • the reservoir may be a refillable reservoir such as a pour-in or screw-on reservoir, or the reservoir may be for one-time use.
  • the reservoir may also be removable from the mechanical foam dispenser. Alternatively, the reservoir may be integrated with the mechanical foam dispenser. And there may be two or more reservoirs.
  • the reservoir may be comprised of a material selected from the group consisting of rigid materials, flexible materials, and combinations thereof.
  • the reservoir may be comprised of a rigid material if it does not collapse under external atmospheric pressure when it is subject to an interior partial vacuum.
  • the hair care compositions of the present invention may be presented in typical hair care formulations. They may be in the form of solutions, dispersion, emulsions, powders, talcs, encapsulated, spheres, spongers, solid dosage forms, foams, and other delivery mechanisms.
  • the compositions the present invention may be hair tonics, leave-on hair products such as treatment, and styling products, rinse-off hair products such as shampoos and personal cleansing products, and treatment products; and any other form that may be applied to hair.
  • the hair care composition may be dispensed from an applicator for dispensing directly to the scalp area. Dispensing directly onto the scalp via a targeted delivery applicator enables deposition of the non diluted cleaning agents directly where the cleaning needs are highest. This also minimizes the risk of eye contact with the cleansing solution.
  • the applicator is attached or can be attached to a bottle containing the cleansing hair care composition.
  • the applicator can consist of a base that holds or extends to a single or plurality of tines.
  • the tines have openings that may be at the tip, the base or at any point between the tip and the base. These openings allows for the product to be distributed from the bottle directly onto the hair and/or scalp.
  • the applicator can also consist of brush-like bristles attached or extending from a base.
  • product would dispense from the base and the bristles would allow for product distribution via the combing or brushing motion.
  • Applicator and tine design and materials can also be optimized to enable scalp massage.
  • materials may also be beneficial for materials to be smoother and softer; for example metal or metal-like finishes, “rubbery materials”.
  • Shampoo viscosities can be measured on a 2.5 mL sample using a cone and plate Brookfield RS rheometer with cone C75-1 at 2 s ⁇ 1 , 27° C. at 3 mins.
  • the surfactant composition alone with the surfactant soluble antidandruff agent has a viscosity of less than about 5000 cps at 2 s ⁇ 1 and is unable to be thickened above 5000 cps at 2 s ⁇ 1 with sodium chloride salt in the range of about 0.1% to 3%.
  • the surfactant composition alone with the surfactant soluble antidandruff agent has a viscosity of less than about 4000 cps at 2 s ⁇ 1 and is unable to be thickened above 4000 cps at 2 s ⁇ 1 with sodium chloride salt in the range of about 0.1% to 3%
  • the surfactant composition alone with the surfactant soluble antidandruff agent has a viscosity of less than about 3000 cps at 2 s ⁇ 1 and is unable to be thickened above 3000 cps at 2 s ⁇ 1 with sodium chloride salt in the range of about 0.1% to 3%.
  • the surfactant composition alone with the surfactant soluble antidandruff agent has a viscosity of less than about 2000 cps at 2 s ⁇ 1 and is unable to be thickened above 2000 cps at 2 s ⁇ 1 with sodium chloride salt in the range of about 0.1% to 3%.
  • One method to assess coacervate formation upon dilution for a transparent or translucent composition is to use a spectrophotometer to measure the percentage of light transmitted through the diluted sample (% T). As percent light transmittance (% T) values measured of the dilution decrease, typically higher levels of coacervate are formed.
  • Dilutions samples at various weight ratios of water to composition can be prepared, for example 2 parts of water to 1 part composition (2:1), or 7.5 parts of water to 1 part composition (7.5:1), or 16 parts of water to 1 part composition (16:1), or 34 parts of water to 1 part composition (34:1), and the % T measured for each dilution ratio sample.
  • Examples of possible dilution ratios may include 2:1, 3:1, 5:1, 7.5:1, 11:1, 16:1, 24:1, or 34:1.
  • Average % T can be calculated by taking the numerical average of individual % T measurements for the following dilution ratios: 2:1, 3:1, 5:1, 7.5:1, 11:1, 16:1, 24:1, and 34:1.
  • % T can be measured using Ultra-Violet/Visible (UV/VI) spectrophotometry which determines the transmission of UV/VIS light through a sample.
  • UV/VI Ultra-Violet/Visible
  • a light wavelength of 600 nm has been shown to be adequate for characterizing the degree of light transmittance through a sample.
  • the procedure for measuring percent transmittance starts by setting the spectrophotometer to 600 nm. Then a calibration “blank” is run to calibrate the readout to 100 percent transmittance.
  • a single test sample is then placed in a cuvette designed to fit the specific spectrophotometer and care is taken to insure no air bubbles are within the sample before the % T is measured by the spectrophotometer at 600 nm.
  • multiple samples can be measured simultaneously by using a spectrophotometer such as the SpectraMax M-5 available from Molecular Devices.
  • Multiple dilution samples can be prepared within a 96 well plate (VWR catalog#82006-448) and then transferred to a 96 well visible flat bottom plate (Greiner part #655-001), ensuring that no air bubbles are within the sample.
  • the flat bottom plate is placed within the SpectraMax M-5 and % T measured using the Software Pro v.5TM software available from Molecular Devices.
  • Surfactant-soluble antidandruff agent for example Octopirox
  • deposition in-vivo on scalp can be determined by ethanol extraction of the agent after the scalp has been treated with a surfactant-soluble agent containing cleansing composition and rinsed off.
  • concentration of agent in the extraction solvent or solution is measured by HPLC. Quantitation is made by reference to a standard curve.
  • concentration detected by HPLC is converted into an amount collected in grams by using the concentration multiplied by volume.
  • the percent agent deposited can be calculated using the following equation:
  • % ⁇ ⁇ agent ⁇ ⁇ deposited grams ⁇ ⁇ of ⁇ ⁇ agent ⁇ ⁇ deposited area ⁇ ⁇ of ⁇ ⁇ scalp ⁇ ⁇ extracted ( wt . ⁇ % ⁇ ⁇ agent ⁇ ⁇ in ⁇ ⁇ shampoo ) ⁇ ( grams ⁇ ⁇ of ⁇ ⁇ shampoo ⁇ ⁇ applied ) area ⁇ ⁇ of ⁇ ⁇ scalp ⁇ ⁇ treated ⁇ 100 ⁇ %
  • the deposition efficiency can be calculated using the following equation:
  • Deposition ⁇ ⁇ efficiency % ⁇ ⁇ agent ⁇ ⁇ deposited ⁇ ⁇ by ⁇ ⁇ example ⁇ ⁇ formula % ⁇ ⁇ agent ⁇ ⁇ deposited ⁇ ⁇ by ⁇ ⁇ control ⁇ ⁇ formula
  • the shampoo compositions are prepared by adding surfactants, anti-dandruff agents, perfume, viscosity modifiers, cationic polymers and the remainder of the water with ample agitation to ensure a homogenous mixture.
  • the mixture can be heated to 50-75° C. to speed the solubilization of the soluble agents, then cooled.
  • Product pH may be adjusted as necessary to provide shampoo compositions of the present invention which are suitable for application to human hair and scalp, and may vary from about pH 4 to 9, or from about pH 4 to 6, or from about pH 4 to 5.5, or from about pH 4 to 5, based on the selection of particular detersive surfactants and/or other components.
  • the shampoo compositions illustrated in the following examples are prepared by conventional formulation and mixing methods. All exemplified amounts are listed as weight percents on an active basis and exclude minor materials such as diluents, preservatives, color solutions, imagery ingredients, botanicals, and so forth, unless otherwise specified. All percentages are based on weight unless otherwise specified.
  • active wt % Ingredients 1 (control) 2 Water q.s. q.s. Sodium Laureth-1 Sulfate (SLE1S) 1 15.0 Sodium Undecyl Sulfate 2 15.0 Piroctone Olamine 3 1.0 1.0 Sodium Benzoate 4 0.25 0.25 Tetrasodium EDTA 5 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 6 Citric Acid 7 0.60 0.54 Fragrance 0.85 0.85 Sodium Chloride 8 1.0 1.0 Viscosity (cps) 14390 0 Additional Sodium Chloride 8 +1.0 (2.0) +2.0 (3.0) (total Sodium Chloride) Viscosity (cps) 4177 0 1 Sodium Laureth-1 Sulfate at 26% active, supplier: P&G 2 Sodium Undecyl Sulfate at 70% active, supplier P&G 3 Octopirox, supplier:
  • SLE1S Sodium laureth-1 sulfate
  • SLE1S is a surfactant that forms more stable micelles and as such forms elongated micelles, and shows an increase in viscosity upon the addition of sodium chloride. This increase in viscosity for SLE1S upon sodium chloride addition is demonstrated in Example 1.
  • Sodium undecyl sulfate on the other hand is a surfactant that forms less stable micelles and as such does not form elongated micelles and therefore does not show an increase in viscosity upon the addition of sodium chloride.
  • the lack of viscosity increase upon sodium chloride addition for Sodium undecyl sulfate is shown in Example 2.
  • Example 4 which contains sodium undecyl sulfate that forms less stable micelles, deposits Piroctone Olamine with 1.7 ⁇ the deposition efficiency of Example 3, which contains sodium laureth-1 sulfate that forms more stable micelles.
  • Examples 5-7 are further examples of surfactant combinations that form less stable micelles and cannot be thickened with the addition of sodium chloride.
  • Examples 8-10 show that when surfactants that form less stable micelles are combined with a surfactant (SLE1S) that forms more stable micelles, these compositions still cannot be thickened to a viscosity greater than about 2000 cps with sodium chloride.
  • Example 11 shows that the combination of two surfactants that form less stable micelles forms a mixture that still cannot be thickened to a viscosity greater than 2000 cps with sodium chloride.
  • Examples 12-14 show that when surfactants that form less stable micelles are combined with a surfactant (SLE1S) that forms stable micelles and also combined with co-surfactants (CAPB and CMEA) that typically increase viscosity, these mixtures still cannot be thickened with sodium chloride to a viscosity greater than 2000 cps.
  • SLE1S surfactant
  • CAB and CMEA co-surfactants
  • active wt % Ingredients 15 16 17 Sodium Laureth-1 Sulfate 1 7.5 7.5 7.5 Sodium Laureth-3 Sulfate 2 7.5 Sodium Decyl Sulfate 3 7.5 7.5 Piroctone Olamine 4 1.0 1.0 1.0 1.0 Acrylates Copolymer 5 2.5 Guar Hydroxypropyltrimonium Chloride 6 0.4 0.4 0.4 Sodium Benzoate 7 0.25 0.25 0.25 Tetrasodium EDTA 8 0.13 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm 5 ppm Methylisothiazolinone 9 Citric Acid 10 0.53 0.85 0.32 Fragrance 1.0 1.0 1.0 1.0 1.0 Sodium Chloride 11 0.25 0.25 0.26 Water q.s.
  • One method to assess coacervate formation upon dilution of a transparent or translucent composition is to measure the percentage of light transmitted through the diluted sample.
  • % T percent light transmittance
  • Example 15 contains surfactants that form more stable micelles and as such, when combined with a cationic polymer such as guar hydroxypropyltrimonium chloride, forms a typical amount of coacervate upon dilution as observed in the average % T of 59%.
  • Example 16 contains a surfactant combination that forms less stable micelles such that when combined with guar hydroxypropytrimonium chloride only, this composition forms a lesser amount of coacervate upon dilution as observed in the average % T of 70%.
  • Example 17 is an embodiment of the present invention and contains a surfactant combination that forms less stable micelles in combination with both an anionic polymer (acrylates copolymer) and a cationic polymer (guar hydroxypropyltrimonium chloride).
  • the composition of Example 17 upon dilution shows a surprising increase in coacervate formation as observed by the decrease in average % T from 70% in Example 16 to 44% in Example 17.
  • active wt % 18 (comparative Ingredients example) 19 Sodium Laureth-1 Sulfate 1 7.5 7.5 Sodium Decyl Sulfate 2 7.5 7.5 Piroctone Olamine 3 1.0 1.0 Acrylates Copolymer 4 2.0 Guar Hydroxypropyltrimonium Chloride 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.09 Citric Acid 10 0.64 0.5 Fragrance 1.0 1.0 Sodium Chloride 11 0.5 0.5 Water q.s. q.s.
  • Citric Acid Anhydrous supplier: Archer Daniels Midland
  • level adjustable to achieve target pH 11 Sodium Chloride, supplier: Morton
  • level adjustable to achieve target viscosity Examples, active wt % 20 (comparative Ingredients example) 21 Sodium Laureth-1 Sulfate 1 7.5 7.5 Sodium Decyl Sulfate 2 7.5 7.5 Piroctone Olamine 3 1.0 1.0 Acrylates Copolymer 4 2.0 Polyquaternium-10 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.06 Citric Acid 10 0.5 0.46 Fragrance 1.0 1.0 Sodium Chloride 11 0.5 0.5 Water q.s.
  • Examples 19 and 21 are representative of compositions of the present invention and demonstrate an increase in coacervate formation upon dilution as evidenced by a decrease in average % T versus their respective comparative examples, Examples 18 and 20 which do not contain the anionic polymer (acrylates copolymer).
  • active wt % 22 (comparative Ingredients example) 23 Sodium Deceth-1 Sulfate 1 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 Piroctone Olamine 3 1.0 1.0 Acrylates Copolymer 4 2.5 Guar Hydroxypropyltrimonium Chloride 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.11 Citric Acid 10 0.5 0.39 Fragrance 1.0 1.0 Sodium Chloride 11 1.0 1.0 Water q.s. q.s.
  • Citric Acid Anhydrous supplier: Archer Daniels Midland
  • level adjustable to achieve target pH 11 Sodium Chloride, supplier: Morton
  • level adjustable to achieve target viscosity Examples, active wt % 24 (comparative Ingredients example) 25 Sodium Deceth-1 Sulfate 1 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 Piroctone Olamine 3 1.0 1.0 Acrylates Copolymer 4 2.5 Polyquatemium-10 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.11 Citric Acid 10 0.5 0.38 Fragrance 1.0 1.0 Sodium Chloride 11 1.0 1.0 Water q.s.
  • Citric Acid Anhydrous supplier: Archer Daniels Midland
  • level adjustable to achieve target pH 11 Sodium Chloride, supplier: Morton
  • level adjustable to achieve target viscosity Examples, active wt % 26 (comparative Ingredients example) 27 Sodium Deceth-1 Sulfate 1 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 Piroctone Olamine 3 1.0 1.0 Acrylates Copolymer 4 2.5 Guar Hydroxypropyltrimonium Chloride 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.05 Citric Acid 10 0.5 0.4 Fragrance 1.0 1.0 Sodium Chloride 11 0.5 0.5 Water q.s.
  • Examples 23, 25, and 27 further exemplify compositions of the present invention. As such they demonstrate a surprising increase in coacervate formation upon dilution as evidenced by a decrease in average % T versus their respective comparative examples, Examples 22, 24, and 26, which do not contain anionic polymer (acrylates copolymer).
  • active wt % 29 30 (comparative (comparative Ingredients 28 (control) example A) example B) 31 Sodium Laureth-1 Sulfate 1 14.0 Sodium Deceth-1 Sulfate 1 7.5 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 7.5 Piroctone Olamine 3 1.0 1.0 1.0 1.0 1.0 Acrylates Copolymer 4 2.5 2.5 Guar Hydroxypropyltrimonium Chloride 5 0.4 0.4 Sodium Benzoate 6 0.25 0.25 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.05 0.14 0.08 Citric Acid 10 0.55 0.56 0.37 0.32 Fragrance 1.0 1.0 1.0 1.0 1.0 Sodium Chloride 11 1.0 1.0 1.0 Water q.s.
  • comparative example B 1 Sodium Deceth-1 Sulfate at 70% active, supplier P&G 2 STEOL-TD 402-65 at 65% active, supplier: Stepan 3 Octopirox, supplier: Clariant 4 Carbopol Aqua SF-1 at 30% active, supplier: Lubrizol 5 N-Hance BF-17, supplier: Ashland Specialty Ingredients 6 Sodium Benzoate Dense NF/FCC, supplier: Emerald Performance Materials 7 Dissolvine 220-S at 84% active, supplier: Akzo Nobel 8 Kathon CG at 1.5% active, supplier: Rohm & Haas 9 Sodium Hydroxide - Caustic Soda at 50% active, supplier: K.A. Steel Chemicals, Inc. level adjustable as process aid or to achieve target pH 10 Citric Acid Anhydrous, supplier: Archer Daniels Midland; level adjustable to achieve target pH 11 Sodium Chloride, supplier: Morton; level adjustable to achieve target viscosity
  • Example 31 exemplifies a composition of the present invention and demonstrates a surprising increase in % deposition and deposition efficiency of Piroctone Olamine (when compared to Example 28 as the control and Examples 29 & 30 as comparative examples) that is observed when cationic and anionic polymers are combined together as demonstrated in Example 31. From here on forth, all Piroctone Olamine deposition efficiencies will be calculated versus Example 28 as the control.
  • Examples 32-37 below further exemplify embodiments of the present invention and show a surprising increase in % deposition and deposition efficiency versus Example 28 as the control.
  • active wt % Ingredients 32 33 34 35 Sodium Deceth-1 Sulfate 1 7.5 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 7.5 Piroctone Olamine 3 1.0 1.0 1.0 0.5 Acrylates Copolymer 4 2.5 2.5 2.5 2.5 2.5 Guar Hydroxypropyltrimonium Chloride 5 0.2 0.4 Guar Hydroxypropyltrimonium Chloride 6 0.4 Polyquaternium-10 7 0.4 Sodium Benzoate 8 0.25 0.25 0.25 0.25 Tetrasodium EDTA 9 0.13 0.13 0.13 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm 5 ppm 5 ppm Methylisothiazolinone 10 Sodium Hydroxide 11 0.11 0.11 0.11 0.13 Citric Acid 12 0.44 0.39 0.38 0.51 Fragrance 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Water q.s.
  • Examples 38-40 are representative compositions of the present invention which contain varying levels and types of anionic polymers and demonstrate an increase in % deposition and deposition efficiency versus Example 28 as the control.
  • active wt % 42 (comparative Ingredients 41 (control) example) 43 Sodium Laureth-1 Sulfate 1 14.0 Sodium Deceth-1 Sulfate 1 7.5 7.5 Sodium Trideceth-2 Sulfate 2 7.5 7.5 Climbazole 3 1 1 1 Acrylates Copolymer 4 2.5 2.5 Guar Hydroxypropyltrimonium 0.4 Chloride 5 Sodium Benzoate 6 0.25 0.25 0.25 Tetrasodium EDTA 7 0.13 0.13 0.13 Methylchloroisothiazolinone/ 5 ppm 5 ppm 5 ppm Methylisothiazolinone 8 Sodium Hydroxide 9 0.18 0.18 0.19 Citric Acid 10 0.38 0.38 0.39 Fragrance 1.0 1.0 1.0 Sodium Chloride 11 1.0 1.0 1.0 Water q.s.
  • Example 43 exemplifies a composition of the present invention and demonstrates that the surprising increase in % deposition and deposition efficiency (when compared to Example 41 as the control and Example 42 as a comparative example) is observed not only for Piroctone Olamine but is also observed for Climbazole.
  • this mixture is passed through a heat exchanger where it is cooled to about 35° C. As a result of this cooling step, the Fatty Alcohols and surfactant crystallize to form a crystalline gel network.
  • Belsil DM5500 at 42% active, 100 nm particle size emulsion, supplier: Wacker 9 Glycerine 99.7% USP, supplier: P&G Chemicals 10 Sodium Benzoate Dense NF/FCC, supplier: Emerald Performance Materials 11 Dissolvine 220-S at 84% active, supplier: Akzo Nobel 12 Kathon CG at 1.5% active, supplier: Rohm & Haas 13 Sodium Hydroxide - Caustic Soda at 50% active, supplier: K. A.
  • emulsifiers 9b-d
  • 9a Y-14945 Amino Fluid
  • 9b Momentive Performance Materials
  • 9c Lutensol TDA 3
  • BASF Corporation 9d: Chemal LA-9
  • 9e Muriatic Acid acid, 20% active, supplier: Hydrite Chemical Co.
  • emulsifiers 8b-d are shown herein.
  • 8a Y-14945 Amino Fluid
  • 8b KF-6017
  • supplier Shin-Etsu Chemical Co., Ltd.
  • 8c Lutensol TDA 3
  • supplier BASF Corporation
  • 8d Chemal LA-9
  • supplier PCC Chemax, Inc.
  • 8e Muriatic Acid acid, 20% active, supplier: Hydrite Chemical Co.
  • emulsifiers (7b-7j) are shown herein.
  • 7a Y-14945 Amino Fluid
  • 7b Glycerine 99.7% USP
  • 7c KF-6017
  • 7d KF-6028
  • 7e Lutensol TDA 3
  • BASF Corporation 7f Plantaren 2000 N UP, 50% active, supplier: BASF Corporation 7g: Chemal LA-9
  • supplier: PCC Chemax, Inc. 7h Tergitol 15-S-5
  • 7i Tergitol 15-S-3
  • active wt % Ingredients 75 76 77 Sodium Laureth-1 Sulfate (SLE1S) 1 7.0 Sodium Undecyl Sulfate 2 4.0 8.5 Sodium Deceth-1 Sulfate 3 7.5 Sodium Trideceth-2 Sulfate 4 7.5 Sodium Lauroyl Sarcosinate 5 8.5 Cocamidopropyl Betaine 6 2.0 Cocamide MEA 7 1.5 Piroctone Olamine 8 0.25 0.5 1.0 Ammonium Acryloyldimethyltaurate/ 2.5 VP Copolymer 9 Polystyrene Sulfonate 9 1.0 0.15 Poly(methyl methacrylate/methacrylic 1.0 acid) [90:10 monomer ratio] 10 Polyquaternium-10 12 0.3 Polyquaternium-10 13 0.5 Polyquaternium-67 14 0.25 Polyquaternium-76 15 0.1 Dimethicone 16 1.2 Dimethicone 17a 0.5 Glycerin 17b 0.02 Trideceth-3 17c 0.02 Decyl Glu

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Cited By (68)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10653590B2 (en) 2016-10-21 2020-05-19 The Procter And Gamble Company Concentrated shampoo dosage of foam for providing hair care benefits comprising an anionic/zwitterionic surfactant mixture
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WO2020225035A1 (en) * 2019-05-09 2020-11-12 Basf Se A personal washing composition and method of achieving improved conditioning benefits
US10842720B2 (en) 2016-10-21 2020-11-24 The Procter And Gamble Company Dosage of foam comprising an anionic/zwitterionic surfactant mixture
US10888505B2 (en) 2016-10-21 2021-01-12 The Procter And Gamble Company Dosage of foam for delivering consumer desired dosage volume, surfactant amount, and scalp health agent amount in an optimal formulation space
US10912732B2 (en) 2017-12-20 2021-02-09 The Procter And Gamble Company Clear shampoo composition containing silicone polymers
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WO2021127318A1 (en) * 2019-12-19 2021-06-24 The Procter & Gamble Company Transparent composition with soluble scalp health active
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US11154467B2 (en) 2016-10-21 2021-10-26 The Procter And Gamble Plaza Concentrated shampoo dosage of foam designating hair conditioning benefits
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US20210401707A1 (en) * 2020-06-26 2021-12-30 The Procter & Gamble Company Azoxystrobin in a sulfate free personal care composition
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US11291616B2 (en) 2015-04-23 2022-04-05 The Procter And Gamble Company Delivery of surfactant soluble anti-dandruff agent
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US11525104B2 (en) 2019-11-20 2022-12-13 The Procter & Gamble Company Porous dissolvable solid structure
US11523979B2 (en) 2019-10-24 2022-12-13 The Procter & Gamble Company Personal care composition preservatives level optimization
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US11597191B2 (en) 2019-10-14 2023-03-07 The Procter & Gamble Company Biodegradable and/or home compostable sachet containing a solid article
USD980060S1 (en) 2018-07-16 2023-03-07 The Procter & Gamble Company Container
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USD1007328S1 (en) 2019-10-01 2023-12-12 The Procter & Gamble Company Packaging for a single dose personal care product
US11844752B2 (en) 2017-06-30 2023-12-19 The Procter & Gamble Company Deodorant compositions
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US11925698B2 (en) 2020-07-31 2024-03-12 The Procter & Gamble Company Water-soluble fibrous pouch containing prills for hair care
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US11944693B2 (en) 2010-07-02 2024-04-02 The Procter & Gamble Company Method for delivering an active agent
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US11980679B2 (en) 2019-12-06 2024-05-14 The Procter & Gamble Company Sulfate free composition with enhanced deposition of scalp active
US11980612B2 (en) 2020-06-26 2024-05-14 The Procter & Gamble Company Synergistic anti-inflammatory compositions
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants
US12036301B2 (en) 2017-06-30 2024-07-16 The Procter & Gamble Company Deodorant and antiperspirant compositions
USD1045064S1 (en) 2020-12-17 2024-10-01 The Procter & Gamble Company Single-dose dissolvable personal care unit
WO2024249722A1 (en) * 2023-06-02 2024-12-05 The Procter & Gamble Company Compositions having low levels of surfactants and enhanced deposition of scalp care actives
USD1062448S1 (en) 2021-12-15 2025-02-18 The Procter & Gamble Company Packaging for a single dose personal care product

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA3056141C (en) * 2017-04-26 2023-07-25 The Procter & Gamble Company Antidandruff hair care compositions comprising select thickening polymers
WO2019195640A1 (en) * 2018-04-06 2019-10-10 The Procter & Gamble Company Foam dispenser for concentrated shampoos comprising ethoxylated anionic surfactants
US20190328647A1 (en) * 2018-04-25 2019-10-31 The Procter & Gamble Company Compositions having enhanced deposition of surfactant soluble antidandruff agents
EP4167952A1 (en) * 2020-06-22 2023-04-26 Unilever IP Holdings B.V. Biodegradable adhesive composition
CN114606068B (zh) * 2022-03-18 2024-01-05 辽宁华星日化产业技术研究院有限公司 一种脂肪醇聚氧乙烯醚硫酸钠的增稠方法及增稠配方

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050152863A1 (en) * 2003-12-05 2005-07-14 Kpss-Kao Professional Salon Services Gmbh Conditioning composition for hair
US20120100092A1 (en) * 2009-06-24 2012-04-26 Andrew Malcolm Murray Antidandruff shampoo based on a gel network
US20130243718A1 (en) * 2010-09-06 2013-09-19 L'oreal Cosmetic composition comprising a fixing polymer and a specific thickener and uses in styling
WO2015055432A1 (en) * 2013-10-18 2015-04-23 Unilever N.V. Hair care composition
US20160310393A1 (en) * 2015-04-23 2016-10-27 The Procter & Gamble Company Delivery of surfactant soluble anti-dandruff agent
WO2017042004A1 (en) * 2015-09-10 2017-03-16 Unilever Plc Personal cleansing composition
US10441519B2 (en) * 2016-10-21 2019-10-15 The Procter And Gamble Company Low viscosity hair care composition comprising a branched anionic/linear anionic surfactant mixture
US10881597B2 (en) * 2017-05-12 2021-01-05 The Procter And Gamble Company Compositions with scalp health agents with increased deposition
US11523979B2 (en) * 2019-10-24 2022-12-13 The Procter & Gamble Company Personal care composition preservatives level optimization
US11684558B2 (en) * 2019-10-24 2023-06-27 The Procter & Gamble Company Personal care composition preservatives level optimization

Family Cites Families (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE406221A (ja) 1933-11-15
US2438091A (en) 1943-09-06 1948-03-16 American Cyanamid Co Aspartic acid esters and their preparation
BE498391A (ja) 1944-10-16
BE498392A (ja) 1945-11-09
US2528378A (en) 1947-09-20 1950-10-31 John J Mccabe Jr Metal salts of substituted quaternary hydroxy cycloimidinic acid metal alcoholates and process for preparation of same
US2658072A (en) 1951-05-17 1953-11-03 Monsanto Chemicals Process of preparing amine sulfonates and products obtained thereof
US3929678A (en) 1974-08-01 1975-12-30 Procter & Gamble Detergent composition having enhanced particulate soil removal performance
DE3216585C2 (de) 1982-05-04 1984-07-26 Th. Goldschmidt Ag, 4300 Essen Verfahren zur Herstellung von feinteiligen, stabilen O/W-Emulsionen von Organopolysiloxanen
USRE34584E (en) 1984-11-09 1994-04-12 The Procter & Gamble Company Shampoo compositions
US5106609A (en) 1990-05-01 1992-04-21 The Procter & Gamble Company Vehicle systems for use in cosmetic compositions
US5104646A (en) 1989-08-07 1992-04-14 The Procter & Gamble Company Vehicle systems for use in cosmetic compositions
CA2041599A1 (en) 1990-06-01 1991-12-02 Michael Gee Method for making polysiloxane emulsions
MX9305744A (es) 1992-09-22 1994-05-31 Colgate Palmolive Co Shampoo acondicionador del cabello conteniendo polimeros acondicionadores cationicos.
US5284972A (en) 1993-06-14 1994-02-08 Hampshire Chemical Corp. N-acyl-N,N',N'-ethylenediaminetriacetic acid derivatives and process of preparing same
US5747440A (en) 1996-01-30 1998-05-05 Procter & Gamble Company Laundry detergents comprising heavy metal ion chelants
TWI240729B (en) 2000-11-24 2005-10-01 Dow Corning Process for making silicone emulsions
DE10142476A1 (de) * 2001-08-31 2003-03-20 Wella Ag Itaconsäuremonoester/Acrylat Copolymer enthaltendes, gelförmiges Haarbehandlungsmittel
US20040229763A1 (en) 2003-02-28 2004-11-18 The Procter & Gamble Company Cleaning kit and/or a dishwashing kit containing a foam-generating dispenser and a cleaning and/or dishwashing composition
CA2516740A1 (en) 2003-02-28 2004-09-16 The Procter & Gamble Company Foam-generating kit containing a foam-generating dispenser and a high viscosity composition
FR2867196A1 (fr) 2004-02-10 2005-09-09 Procter & Gamble Composition detergente liquide destinee a etre utilisee avec un distributeur generant de la mousse.
US7531497B2 (en) * 2004-10-08 2009-05-12 The Procter & Gamble Company Personal care composition containing a cleansing phase and a benefit phase
BRPI0606894B1 (pt) 2005-02-02 2021-11-30 Wacker Chemie Ag Processo para a preparação de uma emulsão estável tendo tamanho de partícula (valor d50) de até 150 nanômetros
JP2008546807A (ja) * 2005-06-24 2008-12-25 ザ プロクター アンド ギャンブル カンパニー 透明及び／又は半透明容器に詰められる透明又は半透明コンディショニング組成物
US8349300B2 (en) * 2007-04-19 2013-01-08 The Procter & Gamble Company Personal care compositions containing at least two cationic polymers and an anionic surfactant
US9968535B2 (en) 2007-10-26 2018-05-15 The Procter & Gamble Company Personal care compositions comprising undecyl sulfates
US20090221463A1 (en) 2008-01-18 2009-09-03 David Johnathan Kitko Concentrated Personal Cleansing Compositions
WO2010108781A1 (en) 2009-03-23 2010-09-30 Wacker Chemie Ag Process for making stable high viscosity amino silicone emulsion
US8440605B2 (en) 2009-06-08 2013-05-14 The Procter & Gamble Company Process for making a cleaning composition employing direct incorporation of concentrated surfactants
CA2802070A1 (en) * 2010-06-09 2011-12-15 The Procter & Gamble Company Method for preparing a non-ionic surfactant stable personal care dispersion
CN109010128B (zh) * 2012-05-22 2021-12-21 联合利华知识产权控股有限公司 包含清凉型活性物以及含有丙烯酰胺基丙基三甲基氯化铵的共聚物的个人护理组合物
WO2014190132A1 (en) * 2013-05-22 2014-11-27 The Procter & Gamble Company Method of achieving improved product rheology, cosmetic consumer acceptance and deposition
CN105636649A (zh) * 2013-10-18 2016-06-01 荷兰联合利华有限公司 头发护理组合物
CA3056141C (en) * 2017-04-26 2023-07-25 The Procter & Gamble Company Antidandruff hair care compositions comprising select thickening polymers

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050152863A1 (en) * 2003-12-05 2005-07-14 Kpss-Kao Professional Salon Services Gmbh Conditioning composition for hair
US20120100092A1 (en) * 2009-06-24 2012-04-26 Andrew Malcolm Murray Antidandruff shampoo based on a gel network
US20130243718A1 (en) * 2010-09-06 2013-09-19 L'oreal Cosmetic composition comprising a fixing polymer and a specific thickener and uses in styling
WO2015055432A1 (en) * 2013-10-18 2015-04-23 Unilever N.V. Hair care composition
US20160310393A1 (en) * 2015-04-23 2016-10-27 The Procter & Gamble Company Delivery of surfactant soluble anti-dandruff agent
US11291616B2 (en) * 2015-04-23 2022-04-05 The Procter And Gamble Company Delivery of surfactant soluble anti-dandruff agent
WO2017042004A1 (en) * 2015-09-10 2017-03-16 Unilever Plc Personal cleansing composition
US10441519B2 (en) * 2016-10-21 2019-10-15 The Procter And Gamble Company Low viscosity hair care composition comprising a branched anionic/linear anionic surfactant mixture
US10881597B2 (en) * 2017-05-12 2021-01-05 The Procter And Gamble Company Compositions with scalp health agents with increased deposition
US11523979B2 (en) * 2019-10-24 2022-12-13 The Procter & Gamble Company Personal care composition preservatives level optimization
US11684558B2 (en) * 2019-10-24 2023-06-27 The Procter & Gamble Company Personal care composition preservatives level optimization

Cited By (97)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11970789B2 (en) 2010-07-02 2024-04-30 The Procter & Gamble Company Filaments comprising an active agent nonwoven webs and methods for making same
US11944696B2 (en) 2010-07-02 2024-04-02 The Procter & Gamble Company Detergent product and method for making same
US11944693B2 (en) 2010-07-02 2024-04-02 The Procter & Gamble Company Method for delivering an active agent
US12194118B2 (en) 2010-07-02 2025-01-14 The Procter & Gamble Company Detergent product and method for making same
US11291616B2 (en) 2015-04-23 2022-04-05 The Procter And Gamble Company Delivery of surfactant soluble anti-dandruff agent
US11446217B2 (en) 2016-03-03 2022-09-20 The Procter & Gamble Company Aerosol antidandruff composition
US11197809B2 (en) 2016-03-24 2021-12-14 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US11197810B2 (en) 2016-03-24 2021-12-14 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US11129783B2 (en) 2016-10-21 2021-09-28 The Procter And Gamble Plaza Stable compact shampoo products with low viscosity and viscosity reducing agent
US11202740B2 (en) 2016-10-21 2021-12-21 The Procter And Gamble Company Concentrated shampoo dosage of foam for providing hair care benefits
US10888505B2 (en) 2016-10-21 2021-01-12 The Procter And Gamble Company Dosage of foam for delivering consumer desired dosage volume, surfactant amount, and scalp health agent amount in an optimal formulation space
US10842720B2 (en) 2016-10-21 2020-11-24 The Procter And Gamble Company Dosage of foam comprising an anionic/zwitterionic surfactant mixture
US10653590B2 (en) 2016-10-21 2020-05-19 The Procter And Gamble Company Concentrated shampoo dosage of foam for providing hair care benefits comprising an anionic/zwitterionic surfactant mixture
US11154467B2 (en) 2016-10-21 2021-10-26 The Procter And Gamble Plaza Concentrated shampoo dosage of foam designating hair conditioning benefits
US11141361B2 (en) 2016-10-21 2021-10-12 The Procter And Gamble Plaza Concentrated shampoo dosage of foam designating hair volume benefits
US11951194B2 (en) 2017-01-27 2024-04-09 The Procter & Gamble Company Compositions in the form of dissolvable solid structures comprising effervescent agglomerated particles
US11395789B2 (en) 2017-01-27 2022-07-26 The Procter & Gamble Company Compositions in the form of dissolvable solid structures
US11529292B2 (en) 2017-01-27 2022-12-20 The Procter & Gamble Company Compositions in the form of dissolvable solid structures
US11351094B2 (en) 2017-05-16 2022-06-07 The Procter And Gamble Company Conditioning hair care compositions in the form of dissolvable solid structures
US12029799B2 (en) 2017-05-16 2024-07-09 The Procter & Gamble Company Conditioning hair care compositions in the form of dissolvable solid structures
US11224567B2 (en) 2017-06-06 2022-01-18 The Procter And Gamble Company Hair compositions comprising a cationic polymer/silicone mixture providing improved in-use wet feel
US11679073B2 (en) 2017-06-06 2023-06-20 The Procter & Gamble Company Hair compositions providing improved in-use wet feel
US11141370B2 (en) 2017-06-06 2021-10-12 The Procter And Gamble Company Hair compositions comprising a cationic polymer mixture and providing improved in-use wet feel
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US11529299B2 (en) 2017-06-30 2022-12-20 The Procter & Gamble Company Hair care compositions comprising a 2-pyridinol-n-oxide material and an iron chelator
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US11318073B2 (en) 2018-06-29 2022-05-03 The Procter And Gamble Company Low surfactant aerosol antidandruff composition
USD980060S1 (en) 2018-07-16 2023-03-07 The Procter & Gamble Company Container
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GB2581570A (en) * 2018-12-18 2020-08-26 Henkel Ag & Co Kgaa Composition and method for temporarily reshaping keratinous fibres
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US10800996B2 (en) 2019-02-11 2020-10-13 American Sterilizer Company High foaming liquid alkaline cleaner concentrate composition
WO2020167483A1 (en) * 2019-02-11 2020-08-20 American Sterilizer Company High foaming liquid alkaline cleaner concentrate composition
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WO2020225035A1 (en) * 2019-05-09 2020-11-12 Basf Se A personal washing composition and method of achieving improved conditioning benefits
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